Imidazo[1,2-a]pyrimidine-2-carboxylic acid

Base Information

• Chemical Name: Imidazo[1,2-a]pyrimidine-2-carboxylic acid
• CAS No.: 64951-10-6
• Molecular Formula: C7H5N3O2
• Molecular Weight: 163.13
• Hs Code.: 2933990090
• European Community (EC) Number: 831-557-5
• NSC Number: 296231
• DSSTox Substance ID: DTXSID00315686
• Nikkaji Number: J2.803.899B
• Wikidata: Q72482635
• Mol file: 64951-10-6.mol

Synonyms:Imidazo[1,2-a]pyrimidine-2-carboxylic acid;64951-10-6;Imidazo(1,2-a)pyrimidine-2-carboxylic acid;NSC 296231;NSC296231;SCHEMBL570407;DTXSID00315686;MFCD03419484;AKOS000538980;AB14500;NSC-296231;AM20120703;BB 0216316;CS-0019267;FT-0651120;EN300-42252;W-60393;10W-0876;Imidazo[1,2-a]pyrimidine-2-carboxylic acid, AldrichCPR;Z367448406

Chemical Property of Imidazo[1,2-a]pyrimidine-2-carboxylic acid

Chemical Property:

• Refractive Index: 1.738
• PKA: -2.70±0.41(Predicted)
• PSA: 67.49000
• Density: 1.58 g/cm³
• LogP: 0.42750
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 163.038176411
• Heavy Atom Count: 12
• Complexity: 197

Purity/Quality:

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

Imidazo[1,2-a]pyrimidine-2-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN2C=C(N=C2N=C1)C(=O)O

Technology Process of Imidazo[1,2-a]pyrimidine-2-carboxylic acid

There total 2 articles about Imidazo[1,2-a]pyrimidine-2-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: 60.0%

2-aminopyrimidine (109-12-6) + bromopyruvic acid (1113-59-3) → imidazo[1,2-a]pyrimidine-2-carboxylic acid (64951-10-6)

Guidance literature:

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 125 ℃; for 0.166667h; under 3000.3 Torr; Automated synthesizer;

DOI:10.1021/ol902433a

Reference yield:

→ imidazo[1,2-a]pyrimidine-2-carboxylic acid (64951-10-6)

Guidance literature:

Ester V od. VI, NaOH;

Reference yield:

C29H46N4O5 + imidazo[1,2-a]pyrimidine-2-carboxylic acid (64951-10-6) → C36H49N7O6

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

upstream raw materials:

2-aminopyrimidine

bromopyruvic acid

Refernces

• 1、 Herath, Ananda,Dahl, Russell,Cosford, Nicholas D.P.. "Fully automated continuous flow synthesis of highly functionalized imidazo[1,2-a] heterocycles". supporting information; experimental part. p. 412 - 415. Retrieved 2010/04/26.