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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 713988Generated: October 25, 2026

Dichloromethane → HCID 68172804, compound

https://huagongshe.com/reaction/713988

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantCesium carbonateHCID 10796—
ReactantN-Boc-5-HydroxyindolineHCID 10657398—
ReactantHCID 86668431HCID 86668431—
Solventtert-ButanolHCID 6386—
SolventMethyl Ethyl KetoneHCID 6569—
ProductHCID 68172804HCID 6817280440%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 5-hydroxy-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester (0.33 g, 1.4 mmol), cesium carbonate (0.93 g, 2.8 mmol), and methanesulfonic acid 4-trifluoromethyl-cyclohexyl ester (0.70 g, 2.8 mmol) in t-BuOH (5 mL) and 2-butanone (2.5 mL) was heated in a sealed vial at 100° C. overnight. The mixture was treated with dichloromethane to form precipitate. The solid was filtered off and the filtrate was concentrated. The residue was treated with minimum of amount dichloromethane to form solid during 2 days. The solid was filtered and washed with ether to give desired product (200 mg, yield: 40%). ESI-MS: 408.20 (M+23)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09186367B2
Source datasetuspto-grants-2015_11
ORD IDord-41f2680e557f44d88e0c20981204afae
Source noteuspto-grants-2015_11