Products Categories
CAS No.: | 847445-81-2 |
---|---|
Name: | 1,2,4-Triazolo[4,3-a]pyrazine, 7-[3-amino-1-oxo-4-(2,4,5-trifluorophenyl)-2-butenyl]-5,6,7,8-tetrahydro- 3-(trifluoromethyl)- |
Article Data: | 7 |
Molecular Structure: | |
Formula: | C16H13F6N5O |
Molecular Weight: | 405.303 |
Synonyms: | 3-Amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)but-2-en-1-one;7-(1-oxo-3-amino-4-(2,4,5-trifluorophenyl)but-2-enyl)-3-trifluoromethyl-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-a]pyrazine;4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amine;(2E/Z)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amine; |
Density: | 1.60 |
PSA: | 77.04000 |
LogP: | 2.77990 |
dehydrositagliptin
Conditions | Yield |
---|---|
With ammonium hydroxide; ammonium acetate; acetic acid In methanol; water at 60 - 65℃; for 6h; Product distribution / selectivity; Reflux; | 88.4% |
With ammonium hydroxide; ammonium acetate; acetic acid In methanol; water at 60 - 65℃; for 6h; Product distribution / selectivity; |
1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butane-1,3-dione
dehydrositagliptin
Conditions | Yield |
---|---|
With ammonium acetate; ammonia In methanol; water at 55℃; for 6h; | 75% |
With ammonium acetate; ammonia In methanol; water at 0 - 45℃; | |
With ammonium acetate |
ammonia
1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butane-1,3-dione
dehydrositagliptin
Conditions | Yield |
---|---|
With ammonium acetate In methanol; water at 0 - 45℃; for 0.25 - 0.5h; |
(2,4,5-trifluorophenyl)acetic acid
dehydrositagliptin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: dmap / acetonitrile / 25 - 30 °C 1.2: 30 - 50 °C 2.1: ammonium hydroxide; ammonium acetate; acetic acid / water; methanol / 6 h / 60 - 65 °C View Scheme |
dehydrositagliptin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: dmap / acetonitrile / 25 - 30 °C 1.2: 30 - 50 °C 2.1: ammonium hydroxide; ammonium acetate; acetic acid / water; methanol / 6 h / 60 - 65 °C View Scheme |
4-(2,4,5-trifluorophenyl)-3-oxobutanoic acid
dehydrositagliptin
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: toluene-4-sulfonic acid / dichloromethane / 20 °C / Molecular sieve 2.1: benzotriazol-1-ol / dichloromethane / 0.17 h / 0 °C 2.2: 14 h / 20 °C 3.1: hydrogenchloride / isopropyl alcohol / 4 h / 35 - 40 °C View Scheme |
dehydrositagliptin
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: benzotriazol-1-ol / dichloromethane / 0.17 h / 0 °C 1.2: 14 h / 20 °C 2.1: hydrogenchloride / isopropyl alcohol / 4 h / 35 - 40 °C View Scheme |
dehydrositagliptin
Conditions | Yield |
---|---|
With hydrogenchloride In isopropyl alcohol at 35 - 40℃; for 4h; | 0.9 g |
dehydrositagliptin
(R/S)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine
Conditions | Yield |
---|---|
Stage #1: dehydrositagliptin With methanesulfonic acid; dimethylsulfide borane complex In tetrahydrofuran; isopropyl alcohol at -10 - -5℃; for 4h; Stage #2: With ammonium hydroxide In tetrahydrofuran; water; isopropyl alcohol Product distribution / selectivity; | 100% |
Stage #1: dehydrositagliptin With methanesulfonic acid; dimethylsulfide borane complex In tetrahydrofuran; isopropyl alcohol at -10 - -5℃; for 4h; Stage #2: With ammonia In tetrahydrofuran; water; isopropyl alcohol Product distribution / selectivity; | 100% |
With hydrogenchloride; sodium cyanoborohydride In methanol at 30℃; for 5h; pH=4.5; | 99.9% |
With sodium cyanoborohydride; acetic acid In methanol; dichloromethane at -5 - 30℃; | |
Stage #1: dehydrositagliptin With sodium cyanoborohydride; acetic acid In methanol; dichloromethane at -5 - 30℃; Inert atmosphere; Stage #2: With ammonia In water |
dehydrositagliptin
sitagliptin
Conditions | Yield |
---|---|
With C44H42O8P2Ru; hydrogen; ammonium salicylate; salicylic acid In toluene at 75℃; under 12153.3 Torr; for 20h; Solvent; Reagent/catalyst; Pressure; Temperature; Inert atmosphere; | 62% |
Multi-step reaction with 3 steps 1: dimethylsulfide borane complex; methanesulfonic acid / isopropyl alcohol; tetrahydrofuran / 4 h / -10 - -5 °C 2: methanol 3: sodium hydrogencarbonate / water; methanol View Scheme | |
Multi-step reaction with 3 steps 1: dimethylsulfide borane complex; methanesulfonic acid / isopropyl alcohol; tetrahydrofuran / 4 h / -10 - -5 °C 2: methanol / 3 h / 60 - 65 °C 3: sodium hydrogencarbonate / ethyl acetate; water View Scheme |