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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1028019Generated: October 30, 2026

Bromocyclopentane → methyl 6-bromo-1-cyclopentyl-5-fluoro-1H-indole-3-carboxylate

https://huagongshe.com/reaction/1028019

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromocyclopentaneHCID 8728—
ReactantCesium carbonateHCID 10796—
Reactantmethyl 6-bromo-5-fluoro-1H-indole-3-carboxylateHCID 66731292—
SolventDimethylformamideHCID 6228—
Productmethyl 6-bromo-1-cyclopentyl-5-fluoro-1H-indole-3-carboxylateHCID 6673094991.7%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of methyl 6-bromo-5-fluoro-1H-indole-3-carboxylate (9.0 g, 33 mmol), bromocyclopentane (5.3 mL, 49.6 mmol) and Cs2CO3 (21.5 g, 66 mmol) in DMF (40 mL) was stirred at 80° C. overnight. The mixture was then poured into ice water, filtered and washed with water. The solid was collected and dried to give methyl 6-bromo-1-cyclopentyl-5-fluoro-1H-indole-3-carboxylate (10.3 g, yield 91%), which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735414B2
Source datasetuspto-grants-2014_05
ORD IDord-7a3b3a93986d4b2295efb5d3fb85a54d
Source noteuspto-grants-2014_05