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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2174177Generated: October 31, 2026

Triethylamine → HCID 89312411, compound

https://huagongshe.com/reaction/2174177

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
ReactantHCID 58236112HCID 58236112—
Catalyst2-DimethylaminopyridineHCID 21885—
SolventDichloromethaneHCID 6344—
ProductHCID 89312411HCID 8931241182.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

A suspension of 2-(3-pyridyl)thiazole-5-carbonyl chloride (4.6 g, 19.5 mmol) prepared according to WO 2009/149858) in methylene chloride (100 ml) was cooled to 0° C. and treated with triethyl amine (6.03 g, 58.4 mmol), dimethylamino pyridine (12 mg, 0.097 mmol) and then N-methoxymethanamine hydrochloride (2.9 g, 29.2 mmol). The mixture was allowed to warm up to ambient temperature and monitored by TLC and LC/MS. After completion, the reaction mixture was diluted with methylene chloride, washed with water, dried over magnesium sulfate, and the solvent removed by concentration in vacuo, to give 3.99 g (82%) of N-methoxy-N-methyl-2-(3-pyridyl)thiazole-5-carboxamide as a pale solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09060519B2
Source datasetuspto-grants-2015_06
ORD IDord-c057f0659ee54262b102c7d77f0ce486
Source noteuspto-grants-2015_06