Sodium Carbonate → 1-Amino-7-phenyl[1]benzothieno[3,2-c]pyridine-4-carboxamide

反応式

[NH2:1][C:2]1[C:7]2[C:8]3[CH:14]=[CH:13][C:12](Br)=[CH:11][C:9]=3[S:10][C:6]=2[C:5]([C:16]([NH2:18])=[O:17])=[CH:4][N:3]=1.[C:19]1(B(O)O)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C([O-])([O-])=O.[Na+].[Na+]>CN(C=O)C>[NH2:1][C:2]1[C:7]2[C:8]3[CH:14]=[CH:13][C:12]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)=[CH:11][C:9]=3[S:10][C:6]=2[C:5]([C:16]([NH2:18])=[O:17])=[CH:4][N:3]=1

参加物

実験手順

To a suspension of 1-amino-7-bromo[1]benzothieno[3,2-c]pyridine-4-carboxamide (Example 12, Step 10) in DMF (0.1 M) was added phenylboronic acid (1.5 equiv). The mixture was degassed for 5 min, and 1 M Na2CO3 (3 equiv) and PdCl2dppf (0.1 equiv) were added. It was heated is the microwave reactor at 120° C. for 10 min. The reaction mixture was partitioned between EtOAc and H2O. The organic phase was separated, dried over MgSO4, filtered, evaporated and purified by flash chromatography (EtOAc/MeOH) to provide the title compound.