反応 #561105

反応方程式

1,1-dimethylethyl 7-[4-(chlorocarbonyl)phenyl]-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate

DIPEA

2,2-difluoroethylamine

→

1,1-dimethylethyl 7-(4-{[(2,2-difluoroethyl)amino]carbonyl}phenyl)-2,3-dihydro-1,4-benzoxazepine-4 (5H)-carboxylate

収率 85.0%

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   その他partitioned between ethyl acetate (20 mL) and 1M hydrochloric acid (20 mL)
2. 2
   洗浄The organic layer was washed with brine (20 mL)
3. 3
   乾燥dried over anhydrous magnesium sulfate
4. 4
   ろ過filtered
5. 5
   濃縮concentrated
6. 6
   その他Purification by column chromatography on silica (30% ethyl acetate in hexanes)

実験手順

To a solution of 1,1-dimethylethyl 7-[4-(chlorocarbonyl)phenyl]-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate (1.0 g, 2.6 mmol) and DIPEA (2.2 mL, 13 mmol) in tetrahydrofuran (10 mL) was added 2,2-difluoroethylamine (0.21 g, 2.6 mmol). The reaction mixture was stirred for 2 h and then partitioned between ethyl acetate (20 mL) and 1M hydrochloric acid (20 mL). The organic layer was washed with brine (20 mL), dried over anhydrous magnesium sulfate, filtered and concentrated. Purification by column chromatography on silica (30% ethyl acetate in hexanes) provided 1,1-dimethylethyl 7-(4-{[(2,2-difluoroethyl)amino]carbonyl}phenyl)-2,3-dihydro-1,4-benzoxazepine-4 (5H)-carboxylate (0.95 g, 85% yield). MS (EI) for C23H26F2N2O4: 433 (MH1).

出典