2-Amino-4-methylpyrimidine-5-carboxylic acid

Base Information

• Chemical Name: 2-Amino-4-methylpyrimidine-5-carboxylic acid
• CAS No.: 769-51-7
• Molecular Formula: C6H7N3O2
• Molecular Weight: 153.14
• Hs Code.: 2933599090
• European Community (EC) Number: 689-063-9
• DSSTox Substance ID: DTXSID10390085
• Nikkaji Number: J284.729I
• Wikidata: Q72439557
• Mol file: 769-51-7.mol

Synonyms:2-Amino-4-methylpyrimidine-5-carboxylic acid;769-51-7;2-Amino-4-methyl-pyrimidine-5-carboxylic acid;BAS 07567147;SCHEMBL1540141;DTXSID10390085;BBL011823;MFCD05237187;STL163405;AKOS000111553;PS-5720;SB56029;2-Amino-4-methylpyrimidine-5-carboxylicacid;BB 0238461;CS-0045878;FT-0687940;2-amino-4-methyl-5-pyrimidinecarboxylic acid;D79723;EN300-131958;2-Amino-4-methyl-pyrimidine-5-carboxylic acid;J-507873;2-Amino-4-methyl-5-pyrimidinecarboxylic acid, AldrichCPR

Chemical Property of 2-Amino-4-methylpyrimidine-5-carboxylic acid

Chemical Property:

• Vapor Pressure: 5.75E-09mmHg at 25°C
• Melting Point: 313-316 °C (decomp)
• Refractive Index: 1.637
• Boiling Point: 452.2oC at 760 mmHg
• PKA: 2.03±0.25(Predicted)
• Flash Point: 227.3oC
• PSA: 89.10000
• Density: 1.431g/cm3
• LogP: 0.64660
• Storage Temp.: 2-8°C
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 153.053826475
• Heavy Atom Count: 11
• Complexity: 162

Purity/Quality:

98%min ^*data from raw suppliers

2-Amino-4-methylpyrimidine-5-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 20/21/22-37/38-48
• Safety Statements: 7/8-22-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=NC=C1C(=O)O)N

Technology Process of 2-Amino-4-methylpyrimidine-5-carboxylic acid

There total 3 articles about 2-Amino-4-methylpyrimidine-5-carboxylic acid 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: 93.0%

2-amino-4-methylpyrimidine-5-carboxylic acid ethyl ester (81633-29-6) → 2-amino-4-methylpyrimidine-5-carboxylic acid (769-51-7)

Guidance literature:

With potassium hydroxide; In methanol; for 5h; Heating;

Reference yield:

→ 2-amino-4-methylpyrimidine-5-carboxylic acid (769-51-7)

Guidance literature:

With potassium hydroxide;

DOI:10.1021/ja01209a019

Reference yield:

ethyl 2-[(dimethylamino)methylene]-3-oxobutanoate (134653-70-6,51145-57-4) → 2-amino-4-methylpyrimidine-5-carboxylic acid (769-51-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / NaOEt / ethanol / 1 h / Heating

2: 93 percent / KOH / methanol / 5 h / Heating

With potassium hydroxide; sodium ethanolate; In methanol; ethanol;

upstream raw materials:

2-amino-4-methylpyrimidine-5-carboxylic acid ethyl ester

ethyl 2-[(dimethylamino)methylene]-3-oxobutanoate

Downstream raw materials:

C₂₄H₃₀ClN₉O₂

C₁₃H₁₃ClN₄O

4-Methyl-pyrimidin-2-ylamin

Refernces

• 1、 Scott, William J.,Hentemann, Martin F.,Rowley, R. Bruce,Bull, Cathy O.,Jenkins, Susan,Bullion, Ann M.,Johnson, Jeffrey,Redman, Anikó,Robbins, Arthur H.,Esler, William,Fracasso, R. Paul,Garrison, Timothy,Hamilton, Mark,Michels, Martin,Wood, Jill E.,Wilkie, Dean P.,Xiao, Hong,Levy, Joan,Stasik, Enrico,Liu, Ningshu,Schaefer, Martina,Brands, Michael,Lefranc, Julien. "Discovery and SAR of Novel 2,3-Dihydroimidazo[1,2-c]quinazoline PI3K Inhibitors: Identification of Copanlisib (BAY 80-6946)". . p. 1517 - 1530. Retrieved 2016/08/27.
• 2、 -. "Dpp-IV inhibitors". Page/Page column 16. . Retrieved 2009/02/10.