Acetic Acid → 4-(3-chloro-phenylamino)-3-(cyclohexyl-methyl-amino)-1H-pyrazolo[3,4-d]pyrimidine

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Reaction Steps

Analogously to Example 34, 261 mg (1.00 mmol) of 3-amino-4-(3-chloro-phenylamino)-1 H-pyrazolo[3,4-d]pyrimidine (see Step 1.6), 168 mg (1.5 mmol) of cyclo-hexanecarbaldehyde and 180 mg of acetic acid are stirred in 39 ml of DMEU/methanol (1:2) and then reacted with 440 mg (7 mmol) of NaCNBH3. Stirring in DIPE yields 4-(3-chloro-phenylamino)-3-(cyclohexyl-methyl-amino)-1H-pyrazolo[3,4-d]pyrimidine; m.p. 188-190° C.; HPLC: tRet(grad20-100/20)=12.8; FAB-MS: (M+H)+=357.

Provenance & Evidence