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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 449835Generated: October 30, 2026

Cesium carbonate → [(S)-7-Cyano-4-(2-methoxy-benzyl)-1,2,3,4-tetrahydro-cyclopenta[b]indol-2-yl]-carbamic acid isopropyl ester

https://huagongshe.com/reaction/449835

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-(Chloromethyl)anisoleHCID 81495—
Reactant(S)-(7-Cyano-1,2,3,4-tetrahydrocyclopenta[b]indol-2-yl)carbamic Acid Isopropyl EsterHCID 66933207—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product[(S)-7-Cyano-4-(2-methoxy-benzyl)-1,2,3,4-tetrahydro-cyclopenta[b]indol-2-yl]-carbamic acid isopropyl esterHCID 6693327998.3%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of ((S)-7-cyano-1,2,3,4-tetrahydro-cyclopenta[b]indol-2-yl)-carbamic acid isopropyl ester (2.0 g, 7.06 mmol) and cesium carbonate (3.22 g, 9.88 mmol) in DMF (40 mL) is treated with 2-methoxybenzyl chloride (1.16 g, 7.41 mmol). The reaction is heated at 50° C. for 18 h. The reaction is cooled to room temperature and diluted with water (300 mL). The white solid is collected and washed with water. The solid is dried in a 40° C. vacuum oven. After drying, 2.80 g (98%) product is obtained as a white solid. LC-ES/MS m/z 404 [M+H]+, TR=2.83 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08486943B2
Source datasetuspto-grants-2013_07
ORD IDord-808e963c87c24968845c8312cdb0f12c
Source noteuspto-grants-2013_07