Acetic Acid → HCID 178478155, 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-3-carbaldehyde to form 4-(3-chloro-phenylamino)-3-[(thien-3-yl)-methyleneamino]-1H-pyrazolo[3,4-d]pyrimidine. Reduction of that intermediate in 15 ml of DMEU with 8 ml (8 mmol) of DIBAL-H, analogous working-up and digestion in DIPE yield 4-(3-chlorophenylamino)-3-[(thien-3-yl)-methylamino]-1H-pyrazolo[3,4-d]pyrimidine; HPLC: tRet(grad20-100/20)=11.4; FAB-MS: (M+H)+=357.

Provenance & Evidence