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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 917642Generated: November 1, 2026

Triethylamine → 4-(3-Chloro-4-methoxybenzylamino)-5-carboxy-2,6-dichloropyrimidine

https://huagongshe.com/reaction/917642

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-Chloro-4-methoxybenzylamineHCID 738038—
Reactant2,4,6-Trichloropyrimidine-5-carboxylic acidHCID 20083957—
SolventCitric AcidHCID 311—
SolventDimethylformamideHCID 6228—
Product4-(3-Chloro-4-methoxybenzylamino)-5-carboxy-2,6-dichloropyrimidineHCID 17848287—

Reaction Steps

To a solution of 5-carboxy-2,4,6-trichloropyrimidine 10.0 g in dimethylformamide 45 ml is added a suspension of 3-chloro-4-methoxybenzylamine 4.82 g and triethylamine 6.98 ml in dimethylformamide 40 ml over a period of 20 minutes on ice bath, and the mixture is stirred for 1 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-2,6-dichloropyrimidine as a pale brown solid, 17.59 g. mp 150-151° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07273868B2
Source datasetuspto-grants-2007_09
ORD IDord-c5f03332ff2d42d9a3927a30bf95c10d
Source noteuspto-grants-2007_09