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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 49496Generated: October 30, 2026

Dimethylformamide → 5-[4-(Allyl-methyl-amino)-butoxy]-2,3-dihydro-indole-1-carboxylic acid 4-chloro-phenyl ester

https://huagongshe.com/reaction/49496

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant3-Buten-1-amineHCID 443732—
Reactant5-(4-Bromo-butoxy)-2,3-dihydro-indole-1-carboxylic acid 4-chloro-phenyl esterHCID 69515354—
Product5-[4-(Allyl-methyl-amino)-butoxy]-2,3-dihydro-indole-1-carboxylic acid 4-chloro-phenyl esterHCID 6951496766%

Reaction Steps

106 mg (0.25 mmol) 5-(4-Bromo-butoxy)-2,3-dihydro-indole-1-carboxylic acid 4-chloro-phenyl ester in 2 ml DMF were treated with 71 mg (1 mmol) N-allylmethylamine at 50° C. for 2 h. The mixture was concentrated and purified by column chromatography on silica gel with CH2Cl2/MeOH 19:1 to give 68 mg (66%) 5-[4-(Allyl-methyl-amino)-butoxy]-2,3-dihydro-indole-1-carboxylic acid 4-chloro-phenyl ester as colorless solid, MS: 415 (M+, 1Cl).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06706751B2
Source datasetuspto-grants-2004_03
ORD IDord-a5f8525a2c9d4664b06067adea614c79
Source noteuspto-grants-2004_03