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ChemicalBook CAS DataBase List 3-BROMO-PYRAZOLO[1,5-A]PYRIMIDINE
55405-67-9

3-BROMO-PYRAZOLO[1,5-A]PYRIMIDINE synthesis

2synthesis methods
-

Yield: 72%

Reaction Conditions:

with N-Bromosuccinimide in acetonitrile at 20; for 8 h;

Steps:

473.A Part A: 3-bromopyrazolo[1, 5-a]pyrimidine
To a solution of pyrazolo[1,5-ajpyrimidine (1 g, 8.39 mmol) in acetonitrile (5 mL) was added NBS (1.494 g, 8.39 mmol) and the reaction mixture stirred at room temperature for 8 h. The reaction mixture was concentrated under reduced pressure and the residue purified by silica gel chromatography (0-30% petroleum ether/EtOAc) to afford 3-bromopyrazolo[1,5-ajpyrimidine (1.2 g, 6.06 mmol, 72% yield) as a brown solid. LCMS (ESI) m/e 198.0 [(M+H), calcd for C6H5BrN3198.01; LC/MS retention time (method A2): tR = 1.43 mm.

References:

BRISTOL-MYERS SQUIBB COMPANY;BRONSON, Joanne J.;CHEN, Ling;DITTA, Jonathan L.;DZIERBA, Carolyn Diane;JALAGAM, Prasada Rao;LUO, Guanglin;MACOR, John E.;MAISHAL, Tarun Kumar;NARA, Susheel Jethanand;RAJAMANI, Ramkumar;SISTLA, Ramesh Kumar;THANGAVEL, Soodamani WO2017/59080, 2017, A1 Location in patent:Page/Page column 256; 257

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