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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 985287Generated: October 29, 2026

Methyl iodide → 6-Methoxy-1-methyl-2-trifluoromethyl-1H-indole-3-carboxylic acid Ethyl Ester

https://huagongshe.com/reaction/985287

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant6-Methoxy-2-trifluoromethyl-1H-indole-3-carboxylic acid ethyl esterHCID 20767875—
Product6-Methoxy-1-methyl-2-trifluoromethyl-1H-indole-3-carboxylic acid Ethyl EsterHCID 2076787487.4%

Reaction Steps

This material was prepared from 6-methoxy-2-trifluoromethyl-1H-indole-3-carboxylic acid ethyl ester 76d (1.64 9, 5.7 mmole) by treatment with NaH (274 mg, 60% in mineral oil, 6.84 mmole) and methyl iodide (1.21 g, 8.55 mmole) and NaH in a manner as previously described for example 16b to give 1.5 g product (87% yield). 1H NMR (300 MHz, CDCl3) δ7.96 (1H, dd, J=3.7, 8.8 Hz), 6.94 (1H, dd, J=2.3, 9.1 Hz), 6.77 (1H, d, J=2.1 Hz), 4.40 (2H, m), 3.89 (3H, s), 3.86 (3H, s), 1.41 (3H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06869962B2
Source datasetuspto-grants-2005_03
ORD IDord-87d9dbd3aa04446ba458f528f8c6ebe9
Source noteuspto-grants-2005_03