Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1430116Generated: November 1, 2026

2-Methoxyethanol → 5-(2-(2,6-Dichlorobenzyl)pyrimidin-4-yl)-4-methylthiazol-2-amine

https://huagongshe.com/reaction/1430116

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-MethoxyethanolHCID 8019—
ReactantSodium HydroxideHCID 14798—
Reactant2,6-DichlorophenylacetamidineHCID 597357—
ReactantN'-[5-((E)-3-dimethylamino-acryloyl)-4-methyl-thiazol-2-yl]-N,N-dimethylformamidineHCID 67218484—
SolventWaterHCID 962—
Product5-(2-(2,6-Dichlorobenzyl)pyrimidin-4-yl)-4-methylthiazol-2-amineHCID 57506653—

Reaction Steps

A mixture of N′-[5-((E)-3-dimethylamino-acryloyl)-4-methyl-thiazol-2-yl]-N,N-dimethyl-formamidine (1 g), 2,6-dichlorophenylacetamidine (0.90 g) and 2-methoxyethanol (3.8 ml) is stirred at room temperature for 30 minutes. NaOH (0.3 g) is added and the mixture stirred at 125° C. for 1 hr. After cooling to room temperature water is added and the mixture evaporated to dryness and then purified by normal phase chromatography on silica gel eluting with a gradient from CH2Cl2 to EtOAc to give the title compound as a beige solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08940771B2
Source datasetuspto-grants-2015_01
ORD IDord-87aa7ac5cf504dbd8a5229bb442c9d08
Source noteuspto-grants-2015_01