Acetyl chloride → 1-(4-(3-(4-(pyridin-2-ylamino)phenoxy)pyrazin-2-yl)-5,6-dihydropyridin-1(2H)-yl)ethanone
反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8]1[CH:33]=[CH:32][C:11]([O:12][C:13]2[C:14]([C:19]3[CH2:24][CH2:23][N:22]([C:25]([O:27]C(C)(C)C)=O)[CH2:21][CH:20]=3)=[N:15][CH:16]=[CH:17][N:18]=2)=[CH:10][CH:9]=1.[C:34](Cl)(=O)C>>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8]1[CH:9]=[CH:10][C:11]([O:12][C:13]2[C:14]([C:19]3[CH2:24][CH2:23][N:22]([C:25](=[O:27])[CH3:34])[CH2:21][CH:20]=3)=[N:15][CH:16]=[CH:17][N:18]=2)=[CH:32][CH:33]=1参加物
3
実験手順
During a resynthesis of Example 279 (Step 1) an incomplete hydrogenation resulted in a small fraction of tert-butyl 4-(3-(4-(pyridin-2-ylamino)phenoxy)pyrazin-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate (Example 278) to be carried forward through Example 279 (Step 2), which was subsequently treated in similar fashion using acetyl chloride. The impurity was separated from the major product by SFC using MeOH (1% diethyl amine) to give 1-(4-(3-(4-(pyridin-2-ylamino)phenoxy)pyrazin-2-yl)-5,6-dihydropyridin-1(2H)-yl)ethanone as a white solid. MS (ESI, pos. ion) m/z: 388.1 (M+1). IC50 (uM) 0.00234.