反応 #52266

反応方程式

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

water

sodium hydroxide

→

title compound

収率 82.2%

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

収率 82.2%

溶媒

tetrahydrofuran

反応条件

後処理

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

実験手順

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.

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