Pyrimidine-4-carboxamide

Base Information

• Chemical Name: Pyrimidine-4-carboxamide
• CAS No.: 28648-86-4
• Molecular Formula: C5H5 N3 O
• Molecular Weight: 123.114
• Hs Code.: 2933599090
• European Community (EC) Number: 819-068-5
• DSSTox Substance ID: DTXSID90591356
• Nikkaji Number: J1.583.810H
• Wikidata: Q82485109
• Mol file: 28648-86-4.mol

Synonyms:pyrimidine-4-carboxamide;28648-86-4;4-PYRIMIDINECARBOXAMIDE;pyrimidine-6-carboxamide;4-Pyrimidinecarboxamide (6CI,7CI,8CI,9CI);SCHEMBL220487;DTXSID90591356;HKSQZEGSMBFHGC-UHFFFAOYSA-N;MFCD17013173;AKOS006339217;SB57438;TS-01627;DB-298940;CS-0155568;C74468;EN300-1448578;A819520;J-524146;Z1203579432

Chemical Property of Pyrimidine-4-carboxamide

Chemical Property:

• PSA: 68.87000
• LogP: 0.27580
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 123.043261792
• Heavy Atom Count: 9
• Complexity: 115

Purity/Quality:

99% ^*data from raw suppliers

pyrimidine-4-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=CN=C1C(=O)N

Technology Process of Pyrimidine-4-carboxamide

There total 5 articles about Pyrimidine-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: 95.0%

ethyl pyrimidine-4-carboxylate (62846-82-6) → pyrimidine-4-carboxamide (28648-86-4)

Guidance literature:

With ammonia; magnesium methanolate; In methanol; at 80 ℃; for 24h; under 1275.13 Torr; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.05.075

Reference yield: 58.0%

pyrimidine-4-carbonyl chloride (184951-32-4) → pyrimidine-4-carboxamide (28648-86-4)

Guidance literature:

With ammonium hydroxide; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

Reference yield:

4-Methylpyrimidine (3438-46-8) → pyrimidine-4-carboxamide (28648-86-4)

Guidance literature:

Multi-step reaction with 3 steps

1: selenium(IV) oxide; pyridine / 5 h / 55 - 90 °C

2: thionyl chloride / 11 h / Reflux

3: ammonium hydroxide / 20 °C

With pyridine; selenium(IV) oxide; ammonium hydroxide; thionyl chloride;

DOI:10.1021/jo502865f

upstream raw materials:

ethyl pyrimidine-4-carboxylate

pyrimidine-4-carboxylic acid

4-Methylpyrimidine

pyrimidine-4-carbonyl chloride

Downstream raw materials:

Pyrimidine-4-carbonitrile

Refernces

• 1、 -. "IRAK DEGRADERS AND USES THEREOF". . . Retrieved 2021/01/23.
• 2、 Bundesmann, Mark W.,Coffey, Steven B.,Wright, Stephen W.. "Amidation of esters assisted by Mg(OCH3)2 or CaCl2". experimental part. p. 3879 - 3882. Retrieved 2010/08/19.