5-AMino-2-chloropyriMidine-4-carboxaMide

Base Information

• Chemical Name: 5-AMino-2-chloropyriMidine-4-carboxaMide
• CAS No.: 189747-29-3
• Molecular Formula: C5H5ClN4O
• Molecular Weight: 172.57200
• Mol file: 189747-29-3.mol

Synonyms:

Chemical Property of 5-AMino-2-chloropyriMidine-4-carboxaMide

Chemical Property:

• PSA: 94.89000
• LogP: 1.09260

Purity/Quality:

≥99% ^*data from raw suppliers

5-Amino-2-chloropyrimidine-4-carboxamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-Amino-2-chloropyrimidine-4-carboxamide is a building block related to Favipiravir(F103350). Favipiravir is used for the treatment of advanced Ebola virus infection in a small animal model. Favipiravir suppressed the replication of Zaire Ebola virus and prevented a lethal outcome in 100% of the animals. Based on the studies, Favipiravir can be a candidate for the treatment of Ebola hemorrhagic fever.

Technology Process of 5-AMino-2-chloropyriMidine-4-carboxaMide

There total 6 articles about 5-AMino-2-chloropyriMidine-4-carboxaMide 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: 89.0%

ethyl 5-amino-2-chloropyrimidine-4-carboxylate (59950-50-4) → 5-amino-2-chloropyrimidine-4-carboxamide (189747-29-3)

Guidance literature:

With ammonia; In ethanol; at 100 ℃; for 48h;

DOI:10.1021/jm960879m

Reference yield: 67.0%

5-amino-2-chloropyrimidine-4-carboxylic acid → 5-amino-2-chloropyrimidine-4-carboxamide (189747-29-3)

Guidance literature:

5-amino-2-chloropyrimidine-4-carboxylic acid; With triethylamine; methyl chloroformate; In dichloromethane; at 0 ℃; for 0.5h;

With ammonia; In methanol; dichloromethane; at 20 ℃; for 120h;

Reference yield:

orotic acid (65-86-1,58915-47-2,6784-70-9) → 5-amino-2-chloropyrimidine-4-carboxamide (189747-29-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sulfuric acid; nitric acid / 3 h / 50 - 55 °C

2.1: sulfuric acid / 8 h / 80 °C

3.1: N,N-diethylaniline; trichlorophosphate / 3 h / 110 °C

3.2: 12 h / 110 °C

4.1: magnesium oxide; palladium on activated charcoal; hydrogen / 1,4-dioxane / 4 h / 20 °C / 2585.81 Torr

5.1: ammonia / ethanol / 15 h / 100 °C / Sealed tube

With sulfuric acid; palladium on activated charcoal; ammonia; hydrogen; nitric acid; magnesium oxide; N,N-diethylaniline; trichlorophosphate; In 1,4-dioxane; ethanol;

upstream raw materials:

ethyl 5-amino-2-chloropyrimidine-4-carboxylate

orotic acid

5-nitroorotic acid

ethyl 5-nitro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylate

Refernces

• 1、 -. "PYRIMIDINE AND TRIAZINE DERIVATIVES AND THEIR USE AS AXL INHIBITORS". Page/Page column 83-84. . Retrieved 2016/07/05.