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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2404209Generated: November 1, 2026

Dichloromethane → HCID 68172804, compound

https://huagongshe.com/reaction/2404209

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 numberUS08802659B2
Source datasetuspto-grants-2014_08
ORD IDord-52554c23b1bd41d89d1a0320f0ca9e61
Source noteuspto-grants-2014_08