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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 985266Generated: October 29, 2026

Dichloromethane → 6-Methoxy-1,2-dimethyl-N-(3-morpholin-4-ylpropyl)-1H-indole-3-carboxamide

https://huagongshe.com/reaction/985266

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantN-(3-Aminopropyl)morpholineHCID 61055—
ReactantOxalyl chlorideHCID 65578—
Reactant1,2-dimethyl-6-methoxy1H-indole-3-carboxylic acidHCID 22143494—
Product6-Methoxy-1,2-dimethyl-N-(3-morpholin-4-ylpropyl)-1H-indole-3-carboxamideHCID 2214357759%

Reaction Steps

This material was prepared from 6-methoxy-1,2-dimethyl-1H-indole-3-carboxylic acid 16c (0.483 g, 2.20 mmole) with 2.0 M oxalyl chloride in CH2Cl2 (2.2 ml, 4.4 mmole) and 3-morpholin-4-ylpropylamine in a manner as previously described for example 16d to give a white solid (0.445 g, 59%). 1H NMR (300 MHz, CDCl3) δ7.60 (1H, d, J=8.6 Hz), 6.82 (1H, dd, J=2.3, 8.6 Hz), 6.77 (1H, d, J=2.3 Hz), 6.71 (1H, s), 3.87 (3H, s), 3.62 (3H, s), 3.57 (6H, m), 2.69 (3H, s), 2.50 (2H, t, J=6.6 Hz), 2.43 (4H, m), 1.81 (2H, m); ESIMS (MH+): 346.20.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06869962B2
Source datasetuspto-grants-2005_03
ORD IDord-3e0a66e912424a9ea001c550aadf430e
Source noteuspto-grants-2005_03