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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 420588Generated: October 31, 2026

Dimethylformamide → [3-[[Butyl[1-(6-chlorobenzothiazole-2-yl)pyrrolidine-3-yl]amino]methyl]phenyl]acetic acid methyl ester

https://huagongshe.com/reaction/420588

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantButyl iodideHCID 10962—
ReactantPotassium CarbonateHCID 11430—
Reactant[3-[[1-(6-Chlorobenzothiazole-2-yl)pyrrolidine-3-ylamino]methyl]phenyl]acetic acid methyl esterHCID 16117699—
SolventWaterHCID 962—
Product[3-[[Butyl[1-(6-chlorobenzothiazole-2-yl)pyrrolidine-3-yl]amino]methyl]phenyl]acetic acid methyl esterHCID 5796611936%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of [3-[[1-(6-chlorobenzothiazole-2-yl)pyrrolidine-3-ylamino]methyl]phenyl]acetic acid methyl ester (68 mg), 1-iodobutane (37 μL), potassium carbonate (45 mg) and dimethylformamide (1 mL) was stirred at 80° C. for 3.5 hours. To the reaction solution was added water and extracted with ethyl acetate. The organic layer was washed with water and brine, and dried over sodium sulphate. The residue was purified by column chromatograph on silica gel to give the title compound (28 mg). Yield: 36%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08097610B2
Source datasetuspto-grants-2012_01
ORD IDord-b7c78926d3ff456f9f67cbcddf2d9883
Source noteuspto-grants-2012_01