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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 985208Generated: October 29, 2026

Oxalyl chloride → 6-Methoxy-1,2-dimethyl-1H-indol-3-carboxylic acid cyclopropylamide

https://huagongshe.com/reaction/985208

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantCyclopropylamineHCID 69828—
Reactant1,2-dimethyl-6-methoxy1H-indole-3-carboxylic acidHCID 22143494—
Product6-Methoxy-1,2-dimethyl-1H-indol-3-carboxylic acid cyclopropylamideHCID 2076791482%

Reaction Steps

This material was prepared from 1,2-dimethyl-6-methoxy1H-indole-3-carboxylic acid 16c (500 mg, 2.3 mmole), oxalyl chloride (0.4 ml, 4.6 mmole) and cyclopropylamine (1.6 ml, 23 mmole) in a manner as previously described for example 16d to give 480 mg (82%) of a white solid. 1H NMR (DMSO-d6 δ7.57 (1H, d, J=3.8 Hz), 7.50 (1H, d, J=8.8 Hz), 6.99 (1H, d, J=2.3 Hz), 6.71 (1H, dd, J=2.3, 8.8 Hz), 3.78 (3H, s), 3.63 (3H, s), 2.83-2.80 (1H, m), 2.51 (3H, s), 0.68-0.62 (2H, m), 0.57-0.53 (2H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06869962B2
Source datasetuspto-grants-2005_03
ORD IDord-5e5050547159475bbf25c3c516eeb000
Source noteuspto-grants-2005_03