Reaktion #1346732

ord-77b36f56ef1c4317bb8d64ed1e1d64ca

Reaktionsgleichung

CCCCCN1C(=O)C(c2cc3c(cc2O)OCO3)c2c(Br)cccc21
4-bromo-3-(6-hydroxy-1,3-benzodioxol-5-yl)-1-pentyl-1,3-dihydro-2H-indol-2-one
COC(=O)c1ccc(CN2C(=O)C(c3cc4c(cc3O)OCO4)c3ccccc32)cc1
methyl 4-{[3-(6-hydroxy-1,3-benzodioxol-5-yl)-2-oxo-2,3-dihydro-1H-indol-1-yl]methyl}benzoate
→
COC(=O)c1ccc(CN2C(=O)C(CO)(c3cc4c(cc3O)OCO4)c3ccccc32)cc1
title compound
COC(=O)c1ccc(CN2C(=O)C(CO)(c3cc4c(cc3O)OCO4)c3ccccc32)cc1
methyl 4-{[3-(6-hydroxy-1,3-benzodioxol-5-yl)-3-(hydroxymethyl)-2-oxo-2,3-dihydro-1H-indol-1-yl]methyl}benzoate

Edukte

—
1E
CCCCCN1C(=O)C(c2cc3c(cc2O)OCO3)c2c(Br)cccc21
4-bromo-3-(6-hydroxy-1,3-benzodioxol-5-yl)-1-pentyl-1,3-dihydro-2H-indol-2-one
COC(=O)c1ccc(CN2C(=O)C(c3cc4c(cc3O)OCO4)c3ccccc32)cc1
methyl 4-{[3-(6-hydroxy-1,3-benzodioxol-5-yl)-2-oxo-2,3-dihydro-1H-indol-1-yl]methyl}benzoate

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

Following the procedure as described in PREPARATION 1E, and making non-critical variations to replace 4-bromo-3-(6-hydroxy-1,3-benzodioxol-5-yl)-1-pentyl-1,3-dihydro-2H-indol-2-one with methyl 4-{[3-(6-hydroxy-1,3-benzodioxol-5-yl)-2-oxo-2,3-dihydro-1H-indol-1-yl]methyl}benzoate, the title compound was obtained (81%): MS (ES+) m/z 448.1 (M+1).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08466188B2uspto-grants-2013_06