4-AMINO-6-CHLORO-PYRAZOLO[3,4-D]PYRIMIDINE

A mixture of 4, 6-dichloro-lH-pyrazolo[3, 4-d]pyrimidine (5 g, 26.4 mmol) in aqueous ammonia (100 mL, 25%) was stirred at room temperature for 12h. The reaction mixture was then filtered and the filter cake was purified by prep-HPLC to afford 6-chloro-lH-pyrazolo[3, 4- d]pyrimidin-4-amine (3.4 g, 75 % yield) as a white solid. LCMS (ELSD): m/z: [M + H] calculated for CsHsCINs: 170.0; found 170.1;JH NMR (400 MHz, DMSO-tfc) d 13.4 (s, 1 H)8.19 (s, 1 H) 8.08 (s, 1 H) 8.04 (s, 1 H).To a solution of 6-ehloro-lH-pyrazolo[3, 4-d]pyrimidin-4-amine (1 g, 5.9 mmol) in DMF (40 mL) was added MBS (2.1 g, 11.8 mmol). The reaction was stirred at room temperature for 16 h, after which satNaiiS Os (20 mL) and water (20 mL) were added. A white precipitate formed and filtered to afford 3-bromo-6-chloro-lH-pyrazolo[3, 4-d]pyrimidin-4-amine (1.2 g, 82% yield).

Molecular Weight:169.57
XLogP3:0.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Exact Mass:169.0155228
Monoisotopic Mass:169.0155228
Topological Polar Surface Area:80.5
Heavy Atom Count:11
Complexity:154
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes