반응 #52266

반응 방정식

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

water

sodium hydroxide

→

title compound

수율 82.2%

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

수율 82.2%

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   기타After evaporating the tetrahydrofuran
2. 2
   기타the white solid formed
3. 3
   기타was collected
4. 4
   세척washed with water
5. 5
   기타dried under high vacuum

실험 절차

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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