4, 6-DIHYDROXYNICOTINIC ACID ETHYL ESTER

Base Information

• Chemical Name: 4, 6-DIHYDROXYNICOTINIC ACID ETHYL ESTER
• CAS No.: 6975-44-6
• Molecular Formula: C8H9NO4
• Molecular Weight: 183.164
• Hs Code.: 29339900
• Mol file: 6975-44-6.mol

Synonyms:Nicotinicacid, 4,6-dihydroxy-, ethyl ester (7CI);2,4-Dihydroxy-5-(ethoxycarbonyl)pyridine;4,6-Dihydroxynicotinic acid ethylester;Ethyl 4,6-dihydroxynicotinate;NSC 22486;4,6-Dihydroxynicotinic acid ethyl ester;

Chemical Property of 4, 6-DIHYDROXYNICOTINIC ACID ETHYL ESTER

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 214-217 °C
• Refractive Index: 1.579
• Boiling Point: 497.628 °C at 760 mmHg
• PKA: 4.50±1.00(Predicted)
• Flash Point: 254.757 °C
• PSA: 79.65000
• Density: 1.368 g/cm³
• LogP: 0.66950
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl 4,6-Dihydroxynicotinate >97.0%(T) ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ethyl 4,?6-?dihydroxynicotinate has been used as a reactant is the synthesis of pyridazinopyrimidinone and pyridopyrimidinone derivatives as PDE5 inhibitors and for the synthesis of pyridone diaryl ether non-nucleoside inhibitors of HIV-1 reverse transcriptase.

Technology Process of 4, 6-DIHYDROXYNICOTINIC ACID ETHYL ESTER

There total 8 articles about 4, 6-DIHYDROXYNICOTINIC ACID ETHYL ESTER which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 82.8%

ammonium hydroxide (1336-21-6) + orthoformic acid triethyl ester (122-51-0) + diethyl 1,3-acetonedicarboxylate (105-50-0) → 4,6-dihydroxynicotinic acid ethyl ester (6975-44-6)

Guidance literature:

orthoformic acid triethyl ester; diethyl 1,3-acetonedicarboxylate; With acetic anhydride; at 120 ℃; for 3h;

ammonium hydroxide; at 0 ℃; for 1h;

Reference yield: 81.6%

orthoformic acid triethyl ester (122-51-0) + diethyl 1,3-acetonedicarboxylate (105-50-0) → 4,6-dihydroxynicotinic acid ethyl ester (6975-44-6)

Guidance literature:

orthoformic acid triethyl ester; diethyl 1,3-acetonedicarboxylate; With acetic anhydride; at 120 ℃; for 2h;

With ammonia; In water; at 0 ℃; for 1h;

DOI:10.1016/j.ejmech.2014.09.054

Reference yield: 72.0%

diethyl 1,3-acetonedicarboxylate (105-50-0) → 4,6-dihydroxynicotinic acid ethyl ester (6975-44-6)

Guidance literature:

diethyl 1,3-acetonedicarboxylate; With acetic anhydride; orthoformic acid triethyl ester; at 120 ℃; for 3h;

With ammonium hydroxide; at 0 ℃; for 0.25h;

DOI:10.1002/ejoc.201301631

upstream raw materials:

diethyl acetylmalonate

acetic acid

orthoformic acid triethyl ester

diethyl 1,3-acetonedicarboxylate

Downstream raw materials:

N-(3-chlorophenyl)-6-(3-ethylureido)-4-(phenylamino)nicotinamide

6-(3-ethylureido)-4-(phenylamino)nicotinic acid

ethyl 6-(3-ethylureido)-4-(phenylamino)nicotinate

6-(3-ethylureido)-N-(thiazol-2-yl)-4-(m-tolylamino)nicotinamide

Refernces

• 1、 Montoir, David,Barillé-Nion, Sophie,Tonnerre, Alain,Juin, Philippe,Duflos, Muriel,Bazin, Marc-Antoine. "Novel 1,6-naphthyridin-2(1H)-ones as potential anticancer agents targeting Hsp90". . p. 17 - 33. Retrieved 2016/05/24.
• 2、 Zhu, Qihua,Wang, Xueyan,Hu, Yan,He, Xiaorong,Gong, Guoqing,Xu, Yungen. "Discovery and SAR study of 2-(1-propylpiperidin-4-yl)-3H-imidazo[4,5-c]pyridine-7-carboxamide: A potent inhibitor of poly(ADP-ribose) polymerase-1 (PARP-1) for the treatment of cancer". . p. 6551 - 6559. Retrieved 2015/10/19.