79047-41-9

Basic information

• Product Name: (2-BUTYL-5-CHLORO-1H-IMIDAZOL-4-YL)METHANOL
• Synonyms: (2-butyl-4-chloro-1H-iMidazol-5-yl)Methanol;Losartan EP IMpurity A;2-BUTYL-5-CHLORO-4-HYDROXYMETHYLIMIDAZOLE;2-BUTYL-4-CHLORO-5-(HYDROXYMETHYL)IMIDAZOLE;(2-BUTYL-5-CHLORO-1H-IMIDAZOL-4-YL)METHANOL;RARECHEM AL BD 0887;2-BUTYL-4-CHLORO-5-(HYDROMETHYL)IMIDAZO&;2-N-BUTYL,4-CHLORO-5-HYDROXY METHYL IMIDAZOLE (BCMI)
• CAS NO: 79047-41-9
• Molecular Formula: C₈H₁₃ClN₂O
• Molecular Weight: 188.65
• Product Categories: Heterocyclic Building Blocks;Heterocyclic Compounds;Heterocycles;Halogenated Heterocycles;Heterocyclic Building Blocks;Imidazoles;ImidazolesBuilding Blocks;Building Blocks;Chemical Synthesis;Halogenated Heterocycles
• Mol File: 79047-41-9.mol
• Article Data: 12

Chemical Properties

• Melting Point: 147-151 °C(lit.)
• Boiling Point: 407.7 °C at 760 mmHg
• Flash Point: 200.4 °C
• Appearance: white crystalline solid
• Density: 1.236
• Vapor Pressure: 2.23E-07mmHg at 25°C
• Refractive Index: 1.554
• Storage Temp.: 2-8°C
• Solubility: Acetone (Slightly), DMSO (Slightly), Methanol (Slightly)
• PKA: 11.26±0.10(Predicted)
• CAS DataBase Reference: (2-BUTYL-5-CHLORO-1H-IMIDAZOL-4-YL)METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (2-BUTYL-5-CHLORO-1H-IMIDAZOL-4-YL)METHANOL(79047-41-9)
• EPA Substance Registry System: (2-BUTYL-5-CHLORO-1H-IMIDAZOL-4-YL)METHANOL(79047-41-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 79047-41-9(Hazardous Substances Data)

Usage

Chemical Properties

White Crystalline Solid

Uses

2-Butyl-5-chloroimidazole-4-methanol (Losartan EP Impurity A) is an impurity of Losartan.

InChI:InChI=1/C8H13ClN2O/c1-2-3-4-7-10-6(5-12)8(9)11-7/h12H,2-5H2,1H3,(H,10,11)

Synthetic route

2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde (83857-96-9) → 2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9)

Conditions	Yield
With sodium tetrahydroborate In methanol at 20℃; for 2h;	90%
With hydrogen; magnesium In methanol at 20℃; under 258.574 - 413.718 Torr; for 0.583333h;

5-benzyloxymethyl-2-butyl-4-chloro-1H-imidazole (679412-76-1) → 2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9)

Conditions	Yield
With methanesulfonic acid In chloroform at 20℃; for 1h;	90%

2-butyl-5-hydroxymethyl-1H-imidazole (68283-19-2) → 2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9) + 2-butyl-4,5-dichloroimidazole

Conditions	Yield
With N-chloro-succinimide In tetrahydrofuran	A 65% B 10%

1,4-dioxane (123-91-1) + 2-n-butyl-4,5-di-(hydroxymethyl)-1H-imidazole (136317-69-6) → 2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9)

Conditions	Yield
With N-chloro-succinimide In ethanol	51%

sodium dichloroisocyanurate dihydrate + 2-n-butyl-4,5-di-(hydroxymethyl)-1H-imidazole (136317-69-6) → 2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9)

Conditions	Yield
In 1,4-dioxane; ethanol	50%

2-butyl-5-hydroxymethyl-1H-imidazole (68283-19-2) → 2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9)

Conditions	Yield
With N-chloro-succinimide
Multi-step reaction with 2 steps 1: Et3N / tetrahydrofuran; acetonitrile / 2 h / 0 °C 2: 1.) NCS, 2.) Zn, AcOH / 1.) THF, acetonitrile, from -5 deg C to 0 deg C, 0.75 h, 2.) frp, -5 deg C to 0 deg C, 1.5 h View Scheme
With N-chloro-succinimide In water; ethyl acetate

2-Butyl-5-trimethylsilanyloxymethyl-1H-imidazole (153258-24-3) → 2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9) + 2-Butyl-4,5-dichloro-4-trimethylsilanyloxymethyl-4H-imidazole

Conditions	Yield
With N-chloro-succinimide; acetic acid; zinc 1.) THF, acetonitrile, from -5 deg C to 0 deg C, 0.75 h, 2.) frp, -5 deg C to 0 deg C, 1.5 h; Yield given. Multistep reaction. Title compound not separated from byproducts;

N-(2-benzyloxy-1-cyanoethyl)pentanamide (679412-75-0) → 2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: 81 percent / CCl4; PPh3 / acetonitrile / 4 h / 45 °C 2: 90 percent / methanesulfonic acid / CHCl3 / 1 h / 20 °C View Scheme

methyl pentanimidate (57246-71-6) → 2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: NaOH / H2O; methanol; toluene 1.2: 55 percent / POCl3 / toluene / 2 h / 100 °C 2.1: 90 percent / NaBH4 / methanol / 2 h / 20 °C View Scheme

ethyl 2-butyl-1H-imidazole-4(5)carboxylate (148990-06-1) → 2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: 88 percent / DIBAL / toluene 2: NCS View Scheme

ethyl methyl ether (540-67-0) + 2-butyl-5-hydroxymethyl-1H-imidazole (68283-19-2) → 2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9)

Conditions	Yield
With N-chloro-succinimide In tetrahydrofuran; diethyl ether	16 g (52%)

sode de l'acide trichloroisocyanurique (2893-78-9) + 2-n-butyl-4,5-di-(hydroxymethyl)-1H-imidazole (136317-69-6) → 2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9)

Conditions	Yield
In 1,4-dioxane; ethanol

N-chloro-succinimide (128-09-6) + 2-butyl-5-hydroxymethyl-1H-imidazole (68283-19-2) → 2-butyl-4,5-10 dichloroimidazole + 2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9)

Conditions	Yield
In tetrahydrofuran; 2-methoxy-ethanol; water

2-methoxy-ethanol (109-86-4) + 2-butyl-5-hydroxymethyl-1H-imidazole (68283-19-2) → 2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9)

Conditions	Yield
With N-chloro-succinimide In 1,4-dioxane; water; ethyl acetate

(NH4)2 Ce(NO3)6 + dichloromethane (75-09-2) + 2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9) → 2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde (83857-96-9)

Conditions	Yield
With potassium hydroxide In water; acetic acid	92%
In water; acetic acid

4-hydroxy[1]benzopyran-2-one (1076-38-6) + 2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9) + malononitrile (109-77-3) → 2-amino-4-(2-butyl-4-chloro-1H-imidazol-5-yl)-5-oxo-4,5-dihydropyrano[3,2-c]chromene-3-carbonitrile

Conditions	Yield
With dimethyl sulfoxide; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In ethyl acetate at 20℃; for 9h;	81%

2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9) + tert-butyldimethylsilyl chloride (18162-48-6) → 2-butyl-4-chloro-5-[(t-butyldimethylsilyloxy)methyl]imidazole (137582-52-6)

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide for 3.5h; Ambient temperature;	80%

2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9) + N-(triphenylmethyl)-5-<4'-(bromomethyl)biphenyl-2-yl>tetrazole (133051-88-4) → 2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol (133909-99-6)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 10h;	80%

2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9) + β-naphthol (135-19-3) + malononitrile (109-77-3) → 2-amino-4-(2-butyl-4-chloro-1H-imidazol-5-yl)-4H-benzo[g]chromene-3-carbonitrile

Conditions	Yield
With dimethyl sulfoxide; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In ethyl acetate at 20℃; for 12h;	79%

2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9) → 2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde (83857-96-9)

Conditions	Yield
With ammonium cerium(IV) nitrate In acetic acid at 25℃; for 3h;	77%
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; iodine; sodium hydrogencarbonate In water; toluene at 20℃; for 16h;	690 mg
With oxygen; Pt/Bi on graphite In methanol at 60℃; under 2250.23 Torr; for 6h; Product distribution; Further Variations:; Reagents;
With manganese dioxide In dichloromethane	12.81 g (86%)

2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9) + malononitrile (109-77-3) + recorcinol (108-46-3) → 2-amino-4-(2-butyl-4-chloro-1H-imidazol-5-yl)-7-hydroxy-4H-chromene-3-carbonitrile

Conditions	Yield
With dimethyl sulfoxide; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In ethyl acetate at 20℃; for 14h;	74%

2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9) + 4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile (114772-54-2) → 2-n-Butyl-4-chloro-1-[(2'-cyanobiphenyl-4-yl)-methyl]-5-(hydroxymethyl)imidazole (114772-55-3)

Conditions	Yield
Stage #1: 2-n-butyl-4-chloro-5-hydroxymethylimidazole With sodium methylate In N,N-dimethyl-formamide at 25℃; for 0.5h; Stage #2: 4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile In N,N-dimethyl-formamide at 20℃; for 24h;	40%
With sodium methylate 1.) DMF, 25 deg C, 0.25 h, 2.) DMF, 40 deg C, 4 h; Multistep reaction;

2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9) + methyl 4'-(bromomethyl)-3'-fluorobiphenyl-2-carboxylate (138459-24-2) → methyl 3'-fluoro-4'-<<2-butyl-4-chloro-5-(hydroxymethyl)-1H-imidazol-1-yl>methyl>biphenyl-2-carboxylate (138459-25-3)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 3h;	30%

methanol (67-56-1) + 2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9) → 2-butyl-4-chloro-1H-imidazole-5-carboxylic acid,methyl ester (124750-71-6)

Conditions	Yield
With manganese(IV) oxide; sodium cyanide; acetic acid 1.) THF; Multistep reaction;

1,4-bis(bromomethyl)benzene (623-24-5) + 2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9) → [1-(4-Bromomethyl-benzyl)-2-butyl-5-chloro-1H-imidazol-4-yl]-methanol + [3-(4-Bromomethyl-benzyl)-2-butyl-5-chloro-3H-imidazol-4-yl]-methanol

Conditions	Yield
With sodium methylate 1.) methanol, 0 deg C, 2.) DMF, 25 deg C; Multistep reaction;

6-bromomethyl-2-naphthalenecarbonitrile (56358-46-4) + 2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9) → 6-(2-Butyl-5-chloro-4-hydroxymethyl-imidazol-1-ylmethyl)-naphthalene-2-carbonitrile (135943-07-6) + 2-n-butyl-4-chloro-5-(hydroxymethyl)-1-<(2-cyanonaphthalen-6-yl)methyl>imidazole (135943-02-1)

Conditions	Yield
With sodium hydride 1.) DMF, 25 deg C, 1 h, 2.) DMF, RT, 1 h; Yield given. Multistep reaction. Yields of byproduct given;

4-(bromomethyl)benzaldehyde (51359-78-5) + 2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9) → 4-(2-Butyl-5-chloro-4-hydroxymethyl-imidazol-1-ylmethyl)-benzaldehyde (125665-59-0) + 1-(4-formylbenzyl)-2-butyl-4-chloro-5-hydroxymethylimidazole (114773-11-4)

Conditions	Yield
With sodium methylate 1.) methanol, 0 deg C, 2.) DMF, 25 deg C; Multistep reaction;

methyl 4'-(bromomethyl)-[1,1'-biphenyl]-3-carboxylate (114772-37-1) + 2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9) → 2-butyl-1-<(3'-carbomethoxybiphenyl-4-yl)methyl>-4-chloro-5-(hydroxymethyl)imidazole (114772-41-7)

Conditions	Yield
With sodium methylate 1.) DMF, 25 deg C, 0.25 h, 2.) 40 deg C, 4 h; Yield given. Multistep reaction;

methyl 2-[4-(bromomethyl)benzoyl]benzoate (114772-96-2) + 2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9) → 2-butyl-1-<4-(2-carbomethoxybenzoyl)benzyl>-4-chloro-5-(hydroxymethyl)imidazole (114772-97-3)

Conditions	Yield
With sodium methylate 1.) DMF, 25 deg C, 0.25 h, 2.) 40 deg C, 4 h; Yield given. Multistep reaction;

methyl 2-[4-(bromomethyl)phenoxy]benzoate (30087-38-8) + 2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9) → 2-butyl-4-chloro-1-[4-(2-carbomethoxyphenoxy)benzyl]-5-hydroxymethylimidazole (114772-89-3)

Conditions	Yield
With sodium methylate 1.) DMF, 25 deg C, 0.25 h, 2.) 40 deg C, 4 h; Multistep reaction;

2-(4-Bromomethyl-phenylsulfanyl)-benzoic acid methyl ester + 2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9) → 2-[4-(2-Butyl-4-chloro-5-hydroxymethyl-imidazol-1-ylmethyl)-phenylsulfanyl]-benzoic acid methyl ester

Conditions	Yield
With sodium methylate 1.) DMF, 25 deg C, 0.25 h, 2.) 40 deg C, 4 h; Multistep reaction;

2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9) + methyl 4-(bromomethyl)-3-fluorobenzoate (128577-47-9) → 4-(2-Butyl-4-chloro-5-hydroxymethyl-imidazol-1-ylmethyl)-3-fluoro-benzoic acid methyl ester (138459-26-4)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 3h;

2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9) + 4'-bromomethyl-2-nitrobiphenyl (114772-39-3) → 2-butyl-4-chloro-5-(hydroxymethyl)-1-<(2'-nitrobiphenyl-4-yl)methyl>imidazole (124750-43-2)

Conditions	Yield
With sodium methylate 1.) DMF, 25 deg C, 0.25 h, 2.) DMF, 40 deg C, 4 h; Multistep reaction;

2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9) + Methyl 4'-(bromomethyl)biphenyl-2-carboxylate (114772-38-2) → 2-butyl-4-chloro-5-hydroxymethyl-1-[(2'-methoxycarbonyl-1,1'-biphenyl-4-yl)methyl]-1H-imidazole (114772-43-9)

Conditions	Yield
With sodium methylate 1.) DMF, 25 deg C, 0.25 h, 2.) DMF, 40 deg C, 4 h; Yield given. Multistep reaction;

2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9) + 2-(4-Bromomethyl-phenyl)-furan-3-carboxylic acid ethyl ester → 2-[4-(2-Butyl-4-chloro-5-hydroxymethyl-imidazol-1-ylmethyl)-phenyl]-furan-3-carboxylic acid ethyl ester

Conditions	Yield
With sodium methylate 1.) DMF, 25 deg C, 0.25 h, 2.) DMF, 40 deg C, 4 h; Multistep reaction;

2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9) + methyl 4'-methyl-2',6'-dimethoxy<1,1'-biphenyl>-2-carboxylate (134360-53-5) → 4'-<<2-butyl-4-chloro-5-(hydroxymethyl)-1H-imidazolyl>methyl>-2',6'-dimethoxy<1,1'-biphenyl>-2-carboxylic acid methyl ester (134360-55-7) + 4'-<<2-butyl-4-(hydroxymethyl)-5-chloro-1H-imidazolyl>methyl>-2',6'-dimethoxy<1,1'-biphenyl>-2-carboxylic acid methyl ester (134360-56-8)

Conditions	Yield
Yield given. Multistep reaction. Yields of byproduct given;

2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9) + 5-(4'-Bromomethyl-biphenyl-2-yl)-3H-[1,2,3]triazole-4-carbonitrile → 2-butyl-4-chloro-1-<<2'-(5-cyano-1,2,3-triazol-4-yl)biphenyl-4-yl>methyl>-5-(hydroxymethyl)imidazole (125573-80-0)

Conditions	Yield
With sodium methylate 1.) DMF, 25 deg C, 0.25 h, 2.) DMF, 40 deg C, 4 h; Multistep reaction;

2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9) + N-(triphenylmethyl)-5-<4'-(bromomethyl)biphenyl-2-yl>tetrazole (133051-88-4) → 2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol (133909-99-6) + {2-Butyl-5-chloro-1-[2'-(2-trityl-2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-1H-imidazol-4-yl}-methanol

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide Product distribution; Ambient temperature; various ratios of reagents;
With potassium carbonate In N,N-dimethyl-formamide Ambient temperature;

2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9) + 3-(4'-Bromomethyl-biphenyl-2-yl)-5-trifluoromethyl-4-trityl-4H-[1,2,4]triazole → {2-Butyl-5-chloro-3-[2'-(5-trifluoromethyl-4-trityl-4H-[1,2,4]triazol-3-yl)-biphenyl-4-ylmethyl]-3H-imidazol-4-yl}-methanol

Conditions	Yield
With sodium methylate 1.) DMF, 25 deg C, 0.25 h, 2.) DMF, 40 deg C, 4 h; Multistep reaction;

Upstream product

• 109-86-4 2-methoxy-ethanol 
• 68283-19-2 2-butyl-5-hydroxymethyl-1H-imidazole 
• 128-09-6 N-chloro-succinimide 
• 123-91-1 1,4-dioxane 
• 136317-69-6 2-n-butyl-4,5-di-(hydroxymethyl)-1H-imidazole 
• 148990-06-1 ethyl 2-butyl-1H-imidazole-4⁽⁵⁾carboxylate 
• 57246-71-6 methyl pentanimidate 
• 679412-75-0 N-(2-benzyloxy-1-cyanoethyl)pentanamide 
• 679412-76-1 5-benzyloxymethyl-2-butyl-4-chloro-1H-imidazole 
• 83857-96-9 2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde 
• 153258-24-3 2-Butyl-5-trimethylsilanyloxymethyl-1H-imidazole 
• 68283-19-2 2-n-butyl-4-(hydroxymethyl)imidazole 
• 679412-76-1 2-butyl-4-chloro-5-benzyloxymethyl-1H-imidazole 
• 2893-78-9 sode de l'acide trichloroisocyanurique 

Downstream Products

• 83857-96-9 2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde 
• 148990-09-4 2-Butyl-5-chloro-3-(2-hydroxy-2-phenyl-ethyl)-3H-imidazole-4-carboxylic acid 
• 148990-08-3 2-Butyl-5-chloro-3-(2-hydroxy-2-phenyl-ethyl)-3H-imidazole-4-carboxylic acid methyl ester 
• 148990-07-2 2-Butyl-5-chloro-3-(2-oxo-2-phenyl-ethyl)-3H-imidazole-4-carboxylic acid methyl ester 
• 114798-89-9 (S)-2-[4-(2-Butyl-4-chloro-5-methoxymethyl-imidazol-1-ylmethyl)-benzoylamino]-3-phenyl-propionic acid 
• 125665-54-5 (R)-2-[4-(2-Butyl-4-chloro-5-methoxymethyl-imidazol-1-ylmethyl)-benzoylamino]-3-phenyl-propionic acid 
• 114822-93-4 (S)-1-[4-(2-Butyl-4-chloro-5-methoxymethyl-imidazol-1-ylmethyl)-benzoyl]-pyrrolidine-2-carboxylic acid 
• 125665-55-6 (R)-1-[4-(2-Butyl-4-chloro-5-methoxymethyl-imidazol-1-ylmethyl)-benzoyl]-pyrrolidine-2-carboxylic acid 
• 114772-10-0 1-(4-Aminobenzyl)-2-n-butyl-4-chloro-5-(methoxymethyl)imidazole 
• 124749-75-3 methyl 2-n-butyl-4-chloro-1-<<4-amino>phenyl>methyl>imidazole-5-acetate 
• 125665-41-0 {2-Butyl-5-chloro-3-[4-(2-hydroxy-3,5-dinitro-benzoylamino)-benzyl]-3H-imidazol-4-yl}-acetic acid methyl ester 
• 125665-38-5 {3-[4-(5-Bromo-2-trifluoromethanesulfonylamino-benzoylamino)-benzyl]-2-butyl-5-chloro-3H-imidazol-4-yl}-acetic acid methyl ester 
• 125665-37-4 {2-Butyl-5-chloro-3-[4-(5-chloro-2-trifluoromethanesulfonylamino-benzoylamino)-benzyl]-3H-imidazol-4-yl}-acetic acid methyl ester 
• 114798-63-9 {2-Butyl-5-chloro-3-[4-(5-iodo-2-trifluoromethanesulfonylamino-benzoylamino)-benzyl]-3H-imidazol-4-yl}-acetic acid methyl ester 

Relevant articles and documents

Reduction of aldehydes and oximes to their corresponding alcohols and amines by catalytic hydrogenation method

The reduction of aldehydes such as 2-butyl-5-chloro-3H-imidazole-5- carbaldehyde and veratraldehyde, which are pharmaceutical key intermediates, have been reduced to alcohols by catalytic hydrogenation method in the presence of magnesium and also oximes are reduced to primary amines successively by magnesium/ammonium formate system, is a large scale feasible and cheaper method. The crystal structure of the product, (2-butyl-5-chloro-3H-imidazole-4-yl)- methanol 1 is reported.

Process for preparing 2,4,5-trisubstituted imidazoles from N-acylated alpha-amino nitriles

The invention is a process for preparing an imidazole of formula I which comprises treating an N-acylated α-amino nitrile with a phosphine and a carbon tetrahalide of the formula CX4, wherein X is Cl or Br, to form a haloimidazole of the formula wherein R1 is selected from the group consisting of hydrogen, C1-6alkyl, —CH2-aryl, and aryl; and R2 is selected from the group consisting of hydrogen, C1-6alkyl, —CH2—O-aryl and aryl; and X is selected from the group consisting of Cl and Br.

Substituted imidazolyl-alkylthio-alkanoic acids

Angiotensin II receptor antagonists having the formula: STR1 which are useful in regulating hypertension and in the treatment of congestive heart failure, renal failure, and glaucoma, pharmaceutical compositions including these antagonists, and methods of using these compounds to produce angiotensin II receptor antagonism in mammals.