2-aminopyrimidine-5-carboxylic Acid

Base Information

• Chemical Name: 2-aminopyrimidine-5-carboxylic Acid
• CAS No.: 3167-50-8
• Molecular Formula: C5H5N3O2
• Molecular Weight: 139.114
• Hs Code.: 29335990
• European Community (EC) Number: 692-510-0
• DSSTox Substance ID: DTXSID70427245
• Nikkaji Number: J284.728K
• Wikidata: Q72441802
• ChEMBL ID: CHEMBL3322885
• Mol file: 3167-50-8.mol

Synonyms:2-aminopyrimidine-5-carboxylic Acid;3167-50-8;2-AMINO-5-PYRIMIDINECARBOXYLIC ACID;MFCD05864791;2-Amino-pyrimidine-5-carboxylic acid;5-PYRIMIDINECARBOXYLIC ACID, 2-AMINO-;SCHEMBL186175;CHEMBL3322885;AMY1915;DTXSID70427245;CBRLWSXYXSFYSP-UHFFFAOYSA-N;2-Aminopyrimidine-5-carboxylicacid;BCP27193;AKOS000283943;AB22915;CS-W003257;PS-5722;AC-23145;SY013230;FT-0600124;EN300-98981;2-aminopyrimidine-5-carboxylic acid, AldrichCPR;J-508077;Z274575484

Chemical Property of 2-aminopyrimidine-5-carboxylic Acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: >300 °C
• Refractive Index: 1.663
• Boiling Point: 474.584 °C at 760 mmHg
• PKA: 4.19±0.10(Predicted)
• Flash Point: 240.82 °C
• PSA: 89.10000
• Density: 1.534 g/cm³
• LogP: 0.33820
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 139.038176411
• Heavy Atom Count: 10
• Complexity: 131

Purity/Quality:

99% ^*data from raw suppliers

2-Aminopyrimidine-5-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 36/37-24/25-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC(=N1)N)C(=O)O
• Use Description: 2-Aminopyrimidine-5-carboxylic acid, a chemical compound with a pyrimidine ring structure, finds applications in several fields. In the pharmaceutical industry, it serves as a crucial intermediate for the synthesis of various pharmaceuticals, particularly in the development of antiviral and antifungal drugs. Additionally, in the field of agriculture, it plays a role in the formulation of pesticides and herbicides, aiding in pest control and weed management to improve crop yields. Furthermore, in the realm of chemical research, 2-Aminopyrimidine-5-carboxylic acid is utilized as a building block for the synthesis of more complex organic compounds, contributing to advancements in materials science and drug discovery. Its versatility and significance in these diverse fields underscore its importance as a chemical compound with wide-ranging applications.

Technology Process of 2-aminopyrimidine-5-carboxylic Acid

There total 8 articles about 2-aminopyrimidine-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: 90.0%

2-amino-pyrimidine-5-carboxylic acid methyl ester (308348-93-8) → 2-amino-pyrimidine-5-carboxylic acid (3167-50-8)

Guidance literature:

2-amino-pyrimidine-5-carboxylic acid methyl ester; With methanol; lithium hydroxide; water; at 60 ℃;

With hydrogenchloride; water; In methanol; pH=4;

Reference yield: 65.0%

methyl 3,3-dimethoxypropionate (7424-91-1) + Methyl formate (107-31-3) + guanidine hydrochloride salt → 2-amino-pyrimidine-5-carboxylic acid (3167-50-8)

Guidance literature:

methyl 3,3-dimethoxypropionate; With sodium methylate; In 1,4-dioxane; methanol; Reflux; Large scale;

Methyl formate; In 1,4-dioxane; methanol; at 20 ℃; Large scale;

guanidine hydrochloride salt; Further stages; Large scale;

Reference yield: 65.0%

methyl 3,3-dimethoxypropionate (7424-91-1) + Methyl formate (107-31-3) + guanidine hydrochloride (50-01-1) → 2-amino-pyrimidine-5-carboxylic acid (3167-50-8)

Guidance literature:

methyl 3,3-dimethoxypropionate; With sodium methylate; In 1,4-dioxane; methanol; Reflux; Large scale;

Methyl formate; Large scale;

guanidine hydrochloride; Further stages; Large scale;

upstream raw materials:

2-aminopyrimidine-5-carboxylic acid ethyl ester

ethyl 2-chloropyrimidine-5-carboxylate

ethyl 2-(ethylthio)pyrimidine-5-carboxylate

4-chloro-2-ethylsulfanyl-pyrimidine-5-carboxylic acid ethyl ester

Downstream raw materials:

copanlisib

2-amino-N-[4-[[3-[[5-(trifluoromethyl)-2-pyridyl]oxy]phenyl] methylene]cyclohexyl]pyrimidine-5-carboxamide

2-amino-N-(2-methyl-5-((4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)carbamoyl)phenyl)pyrimidine-5-carboxamide

5-(trifluoromethyl)pyrimidin-2-amine

Refernces

• 1、 -. "SYNTHESIS OF COPANLISIB AND ITS DIHYDROCHLORIDE SALT". Page/Page column 54-55. . Retrieved 2016/06/01.
• 2、 Cheng, Huimin,Chang, Yu,Zhang, Lianwen,Luo, Jinfeng,Tu, Zhengchao,Lu, Xiaoyun,Zhang, Qingwen,Lu, Jibu,Ren, Xiaomei,Ding, Ke. "Identification and optimization of new dual inhibitors of B-Raf and epidermal growth factor receptor kinases for overcoming resistance against vemurafenib". . p. 2692 - 2703. Retrieved 2014/04/17.