Acetic Acid → HCID 178425125, compound

Participants

Reaction Steps

Analogously to Example 32, 261 mg (1.00 mmol) of 3-amino-4-(3-chlorophenylamino)-1 H-pyrazolo[3,4-d]pyrimidine and 180 mg of acetic acid are dissolved in 26 ml of methanol and reacted with 182 mg (1.5 mmol) of 6-methyl-pyridine-2-carbaldehyde to form 4-(3-chloro-phenylamino)-3-[(6-methyl-pyrid-2-yl)-methyleneamino)-1H-pyrazolo-[3,4-d]pyrimidine. Reduction of the above intermediate in 15 ml of DMEU with 8 ml (8 mmol) of DIBAL-H, analogous working-up and digestion in ethyl acetate yield 4-(3-chloro-phenylamino)-3-[(6-methyl-pyrid-2-yl)-methylamino]-1H-pyrazolo[3,4-d]pyrimidine; m.p: 231-233° C.; HPLC: tRet(grad20-100)=6.6; MS: (M)+=365.

Provenance & Evidence