反应 #52266

反应方程式

methyl 3-[5-(3-{[benzylamino]carbonylamino}propoxy)indolyl]propanoate

water

sodium hydroxide

→

title compound

收率 82.2%

3-[5-(3-{(Benzylamino]carbonylamino}propoxy)indolyl]propanoic acid

收率 82.2%

溶剂

tetrahydrofuran

反应条件

后处理

1. 1
   其他After evaporating the tetrahydrofuran
2. 2
   其他the white solid formed
3. 3
   其他was collected
4. 4
   洗涤washed with water
5. 5
   其他dried under high vacuum

实验过程

To the solution of methyl 3-[5-(3-{[benzylamino]carbonylamino}propoxy)indolyl]propanoate (80 mg, 0.2 mmol), as prepared in the preceding step, in tetrahydrofuran (5 mL) and water (5 mL) was added sodium hydroxide (20 mg), and the reaction mixture was stirred at ambient temperature for 2 h. After evaporating the tetrahydrofuran, the aqueous solution was acidified (pH 5-6), the white solid formed was collected, washed with water and dried under high vacuum to give the title compound (65 mg, 82%). 1H-NMR (400 MHz, DMSO6) δ 7.21 -7.37 (m, 7H), 7.02 (d, J=2.4 Hz, 1H), 6.78 (dd, J=8.8, 2.4 Hz, 1H), 6.36 (t, J=6.0 Hz, 1H), 6.30 (d, J=2.9 Hz, 1H), 6.06 (t, J=5.7 Hz, 1H), 4.34 (t, J=6.8 Hz, 2H), 4.20 (d, J=6.0 Hz, 2H), 3.96 (t, J=6.2 Hz, 2H), 3.19 (q, J=6.4 Hz, 2H), 2.71 (t, J=6.8 Hz, 2H), 1.83 (t, J=6.5 Hz, 2H). Mass spectrum (LCMS, ESI) Calcd. for C22H25N3O4 396.4 (M+H), found: 396.1.

来源