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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1690142Generated: November 1, 2026

Methylamine → 6-Chloro-N-methylnicotinamide

https://huagongshe.com/reaction/1690142

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
ReactantTriethylamineHCID 8471—
ReactantHCID 86639403HCID 86639403—
SolventTetrahydrofuranHCID 8028—
Product6-Chloro-N-methylnicotinamideHCID 1236423091%

Reaction Steps

To a solution of 6-chloro-N-methylnicotinoyl chloride (7.39 g, 42.0 mmol) in tetrahydrofuran (50 mL), methylamine (42 mL, 84.0 mmol) and triethylamine (6.4 mL, 46.2 mmol) were added under ice-cold conditions, and the resultant mixture was stirred at room temperature for 3 hours. After completion of the reaction, the reaction solution was concentrated in vacuo, then filtered, and washed with tetrahydrofuran. The obtained residue was recrystallized (ethyl acetate/hexane) and 6-chloro-N-methylnicotinamide (6.52 g, yield 91%) was obtained as a white crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153634B2
Source datasetuspto-grants-2012_04
ORD IDord-0a1ea1ce66944b9aa43ea5d6dfc6af62
Source noteuspto-grants-2012_04