Lithium Hexamethyldisilazide → N5-(3-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)pyridin-2-yl)-6-methyl-N1-(3-(trifluoromethyl)phenyl)isoquinoline-1,5-diamine

참여 물질

반응 조건

반응 단계

A mixture of 4-(2-fluoropyridin-3-yl)-1H-pyrazolo[3,4-d]pyrimidine (30 mg, 139 μmol) and 6-methyl-N1-(3-(trifluoromethyl)phenyl)isoquinoline-1,5-diamine (49 mg, 153 μmol) in THF (3 mL) was treated with lithium bis(trimethylsilyl)amide (1.0 M solution in THF; 627 μL, 627 μmol). The mixture was stirred at it for 3 h and then heated in a microwave at 100° C. for 20 min. The mixture was poured into MeOH (15 mL) and AcOH (0.5 mL) and then 2M NH3/MeOH (30 mL) was added. Solvent was removed in vacuo. The product was purified by flash chromatography eluting with MeOH/DCM (1-5%) to give N5-(3-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)pyridin-2-yl)-6-methyl-N1-(3-(trifluoromethyl)phenyl)isoquinoline-1,5-diamine. MS (ESI, pos. ion) m/z: 513.2 [M+H]+

출처 및 근거