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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 917634Generated: October 25, 2026

Triethylamine → 4-(3-Chloro-4-methoxybenzylamino)-5-carboxy-6-chloro-2-methylthiopyrimidine

https://huagongshe.com/reaction/917634

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-Chloro-4-methoxybenzylamineHCID 738038—
Reactant4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acidHCID 22053577—
SolventCitric AcidHCID 311—
SolventDimethylformamideHCID 6228—
Product4-(3-Chloro-4-methoxybenzylamino)-5-carboxy-6-chloro-2-methylthiopyrimidineHCID 17848268—

Reaction Steps

To a mixture of 4,6-dichloro-5-carboxy-2-methylthiopyrimidine (prepared in the above (1)) 500 mg and triethylamine 0.58 ml in dimethylformamide 3 ml is added 3-chloro-4-methoxybenzylamine 359 mg in dimethylformamide 3 ml at room temperature over a period of 15 minutes, and the mixture is stirred for 4 hour. The reaction mixture is diluted with a 10% aqueous citric acid solution and extracted with ethyl acetate. The organic layer is washed, dried and concentrated in vacuo to give 4-(3-chloro-4-methoxybenzylamino)-5-carboxy-6-chloro-2-methylthiopyrimidine as a slightly brown powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07273868B2
Source datasetuspto-grants-2007_09
ORD IDord-4b8e76f03b9b457d80f969d895a0c3c6
Source noteuspto-grants-2007_09