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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 717827Generated: November 2, 2026

Ethanol → Methyl 5-chloro-6-[(3,4-dimethoxybenzyl)amino]-2-(3-fluorophenyl)nicotinate

https://huagongshe.com/reaction/717827

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantVeratrylamineHCID 79832—
ReactantMethyl 5,6-dichloro-2-(3-fluorophenyl)nicotinateHCID 58515941—
ProductMethyl 5-chloro-6-[(3,4-dimethoxybenzyl)amino]-2-(3-fluorophenyl)nicotinateHCID 6699307082.5%

Reaction Steps

A solution of methyl 5,6-dichloro-2-(3-fluorophenyl)nicotinate (55 mg, 0.18 mmol) in ethanol (1 mL, 20 mmol) was treated with veratrylamine (82 μL, 0.55 mmol) and refluxed for 30 minutes. The reaction mixture was concentrated and purified by flash column chromatography using ethyl acetate in hexanes (0-30%) to give the desired product (64 mg, 81%). LCMS calculated for C22H21ClFN2O4 (M+H)+: m/z=431.1. found: 430.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193721B2
Source datasetuspto-grants-2015_11
ORD IDord-11cf681f0759493aa6aca396954f5f92
Source noteuspto-grants-2015_11