Allyltributylstannane → 7-(1-(4-Chlorothiazol-2-yl)but-3-en-1-yl)-5-(3-fluorophenyl)-1,3-dimethyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione
反応式
[Cl:1][C:2]1[N:3]=[C:4]([CH:7](O)[C:8]2[NH:9][C:10]([C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([F:27])[CH:22]=3)=[C:11]3[C:16](=[O:17])[N:15]([CH3:18])[C:14](=[O:19])[N:13]([CH3:20])[C:12]=23)[S:5][CH:6]=1.[CH2:29]([Sn](CCCC)(CCCC)CCCC)[CH:30]=[CH2:31]>C1COCC1>[Cl:1][C:2]1[N:3]=[C:4]([CH:7]([C:8]2[NH:9][C:10]([C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([F:27])[CH:22]=3)=[C:11]3[C:16](=[O:17])[N:15]([CH3:18])[C:14](=[O:19])[N:13]([CH3:20])[C:12]=23)[CH2:31][CH:30]=[CH2:29])[S:5][CH:6]=1参加物
4
反応物 2
生成物 1
試薬・触媒・溶媒 1
実験手順
Boron trifluoride THF complex (0.205 mL, 1.861 mmol) was added to a solution of 7-((4-chlorothiazol-2-yl)(hydroxy)methyl)-5-(3-fluorophenyl)-1,3-dimethyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione (870 mg, 2.067 mmol) and allyltri-n-butyltin (0.641 mL, 2.067 mmol) were dissolved in THF (15 mL). The mixture was stirred at room temp. for 20 mins. The reaction mixture was quenched with saturated NaHCO3(aq) and extracted with EtOAc. The organic extracts were washed with 1M KF(aq) (1×), brine (1×), dried over sodium sulfate and evaporated under vacuum. Purification by chromatography on silica, eluting with 10-60% EtOAc/hexane, afforded the title compound.