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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 985284Generated: October 29, 2026

Dichloromethane → 2-chloro-6-hydroxy-N,1-dimethyl-1H-indole-3-carboxamide

https://huagongshe.com/reaction/985284

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantBoron tribromideHCID 25134—
Reactant2-chloro-6-methoxy-N,1-dimethyl-1H-indole-3-carboxamideHCID 22143553—
Product2-chloro-6-hydroxy-N,1-dimethyl-1H-indole-3-carboxamideHCID 2214368085%

Reaction Steps

This material was prepared by reaction of 2-chloro-6-methoxy-N,1-dimethyl-1H-indole-3-carboxamide 75b (0.38 g, 1.4 mmole) with 1.0 M BBr3 in CH2Cl2 (4.19 ml, 4.19 mmole) in a manner as previously described for example 1d to give an off-white solid (0.195 g, 85%). 1NMR (300 MHz, CD3OD) δ7.61 (1H, d, J=8.3 Hz), 6.65 (1H, s), 6.62 (1H, d, J=2.1 Hz), 3.56 (3H, s) 2.85 (3H, s); ESIMS (MH+): 239.00.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06869962B2
Source datasetuspto-grants-2005_03
ORD IDord-edf831f6ff134c64b8a4bfa4949248d8
Source noteuspto-grants-2005_03