7-Bromo-2-chloro-5H-pyrrolo[3,2-d]pyrimidine synthesis

Yield: 75%

Reaction Conditions:

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

Steps:

4; D 7-Bromo-2-chloro-5H-pyrrolo[3,2-dlpyrimidine
7-Bromo-2-chloro-5H-pyrrolo[3,2-dlpyrimidine A solution of 2-chloro-5H-pyrrolo[3,2-d]pyrimidine ( 1.54 g, 10 mmol) in DMF (10 mL) was added NBS (2.00 g, 11 mmol) at room temperature. The resulting solution was stirred for 1 h and diluted with EtOAc. The resulting solution was washed with a sat. aq. solution of NaHC0₃, H₂0 and brine. The EtOAc layer was dried ( a₂S0₄), concentrated and purified by ISCO to provide the desired product (1.75 g, 75%). 1H NMR (400 MHz, CD₃OD) δ 8.53 (s, 1H), 7.60 (s, 1H); MS m/z 234.0 [M+H]⁺.

References:

THE UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL;WANG, Xiaodong;LIU, Jing;YANG, Chao;ZHANG, Weihe;FRYE, Stephen;KIREEV, Dmitri WO2013/52417, 2013, A1 Location in patent:Page/Page column 35-37