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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2244402Generated: October 26, 2026

Heptane → 2-Methyl-5-(pyridin-3-ylamino)-thiazole-4-carboxylic acid (2-methyl-pyridin-4-yl)-amide

https://huagongshe.com/reaction/2244402

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHeptaneHCID 8900—
Reactant4-Amino-2-methylpyridineHCID 728670—
ReactantTrimethylaluminumHCID 16682925—
Reactant2-Methyl-5-(pyridin-3-ylamino)-thiazole-4-carboxylic acid ethyl esterHCID 68406187—
Solvent1,4-DioxaneHCID 31275—
Product2-Methyl-5-(pyridin-3-ylamino)-thiazole-4-carboxylic acid (2-methyl-pyridin-4-yl)-amideHCID 1163841841%

Reaction Steps

A solution of 2-methyl-pyridin-4-ylamine (0.10 g, 0.91 mmol) in dry dioxane (2.00 ml) was added to a 2N solution of trimethylaluminium in heptane (0.46 ml, 0.91 mmol). The mixture was stirred at room temperature for 1 h, then 2-methyl-5-(pyridin-3-ylamino)-thiazole-4-carboxylic acid ethyl ester (0.08 g, 0.30 mmol) was added and the reaction mixture was irradiated in a microwave oven at 150° C. for 15 min. The mixture was quenched with water (1.00 ml) and diluted with dichloromethane. After drying with sodium sulphate, the solvent was evaporated. The residue was purified by flash chromatography (dichloromethane/methanol) yielding the title compound (0.04 g, 41%) as a yellow solid, MS (ISP): m/e=326.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07678815B2
Source datasetuspto-grants-2010_03
ORD IDord-1e9ff39e875b4362a4b5fa5cfca656e8
Source noteuspto-grants-2010_03