Acetic Acid → HCID 178478152, compound

Participants

Reaction Steps

Analogously to Example 32,261 mg (1.00 mmol) of 3-amino-4-(3-chlorophenylamino)-1H-pyrazolo[3,4-d]pyrimidine (see Step 1.6) and 180 mg of acetic acid are dissolved in 26 ml of methanol and reacted with 168 mg (1.5 mmol) of thiophene-2-carbaldehyde to form 4-(3-chloro-phenylamino)-3-[(thien-2-yl)-methyleneamino]-1H-pyrazolo[3,4-d]pyrimidine. Reduction of the above intermediate in 0.15 ml of DMEU with 8 ml (8 mmol) of DIBAL-H, analogous working-up and crystallization from ethyl acetate yield 4-(3-chloro-phenylamino)-3-[(thien-2-yl)-methylamino]-1H-pyrazolo[3,4-d]pyrimidine; m.p. 228-229° C., HPLC: tRet(grad20-100)=8-9; MS: (M)+=356.

Provenance & Evidence