4-Methylmorpholine → HCID 178453817, compound

Participants

Reaction Steps

Analogously to Example 5, 365 mg (1.58 mmol) of N-isobutyloxycarbonyl(D/L)-tert-leucine in 3.3 ml of THF and 347 μl (3.15 mmol) of NMM are activated with 226 μl (1.73 mmol) of isobutyl chloroformate and then reacted with 411 mg (1.58 mmol) of 3-amino-4-(3-chloro-phenylamino)1H-pyrazolo[3,4-d]pyrimidine (see Step 1.6) for 20 hours. Column chromatography (SiO2; toluene/ethyl acetate 1:1) and stirring in ethyl acetate/DIPE yield rac.-4-(3-chloro-phenylamino)-3-([2-isobutyloxycarbonylamino-3,3-dimethylbutyryl)-amino)-1 H-pyrazolo[3,4-d]pyrimidine; HPLC:tRet(grad20-100/20)=15.5; FAB-MS: (M+H)+=474.

Provenance & Evidence