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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 502280Generated: November 2, 2026

Dimethylformamide → HCID 59425549, compound

https://huagongshe.com/reaction/502280

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantCesium carbonateHCID 10796—
ReactantBromomethylcyclopropaneHCID 81503—
ReactantHCID 59030440HCID 59030440—
SolventWaterHCID 962—
ProductHCID 59425549HCID 5942554933%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of [4-(3-Chloro-6-Methoxy-1H-indol-2-yl)-phenyl]-carbamic acid isopropyl ester (50 mg, 0.14 mmol), Cs2CO3 (95 mg, 0.29 mmol), bromomethylcyclopropane (18 μL, 0.18 mmol), and DMF (200 μL) was stirred at 60° C. for 4 h. The reaction mixture was then stirred at room temperature for 1 h, diluted with H2O and extracted with EtOAc. The organic layer was washed with H2O and brine and then dried, concentrated and purified by silica gel chromatography (7:3 CH2Cl2/hexane) to provide [4-(3-chloro-1-cyclopropylmethyl-6-methoxy-1H-indol-2-yl)-phenyl]-carbamic acid isopropyl ester (19 mg, 33%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07772271B2
Source datasetuspto-grants-2010_08
ORD IDord-a87324aa620d41c1b902361ff4761eb0
Source noteuspto-grants-2010_08