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ChemicalBook CAS DataBase List 3-BROMO-5-CHLOROPYRAZOLO[1,5-A]PYRIMIDINE
960613-96-1

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

3synthesis methods
-

Yield:960613-96-1 94%

Reaction Conditions:

with N-Bromosuccinimide in N,N-dimethyl-formamide at 20; for 1 h;

Steps:

Synthesis of 3-Bromo-5-chloropyrazolo[1,5-a]pyrimidine (5).
5-Chloropyrazolo [1,5-a]pyrimidine (4) (3.43g, 22.34mmol) was suspended in dimethylformamide (60mL) and N-bromosuccinimide (4.37g, 24.57mmol) was added in small portions while stirring. Alter 1hat room temperature, the reaction was quenched with water (150mL). The precipitation was vacuum filtered and washed with water. After drying, the yellowish solid was the desired compound (4.89g, 94%). 1H NMR (250MHz, DMSO-d6): δ 9.22 (d, J=7.3Hz, 1H, HetH), 8.44 (s, 1H, HetH), 7.23 (d, J=7.2Hz, 1H, HetH) ppm.

References:

Berger, Benedict-Tilman;Celik, Ibrahim Ethem;Greco, Francesco Aleksy;Hanke, Thomas;Knapp, Stefan;Kr?mer, Andreas;Kurz, Christian Georg;Tjaden, Amelie [European Journal of Medicinal Chemistry,2020,vol. 208,art. no. 112770]

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