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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 905658Generated: October 29, 2026

Diisopropylamine → HCID 18460833, compound

https://huagongshe.com/reaction/905658

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylamineHCID 7912—
Reactantm-ToluidineHCID 7934—
ReactantEthyl 2,4-dichloropyrimidine-5-carboxylateHCID 104020—
SolventAcetonitrileHCID 6342—
ProductHCID 18460833HCID 18460833—

Reaction Steps

2,4-Dichloropyrimidine-5-carboxylic ethyl ester and m-toluidine were allowed to undergo the reaction in acetonitrile in the presence of diisopropylamine to obtain 2-chloro-4-[(3-methylphenyl)amino]pyrimidine-5-carboxylic ethyl ester. Said ester compound was hydrolyzed in THF with 1 M sodium hydroxide aqueous solution, and the resulting carboxylic acid compound was allowed to react with oxalyl chloride in dichloromethane in the presence of a catalytic amount of DMF and then treated with a mixture of aqueous ammonia and ice to obtain 2-chloro-4-[(3-methylphenyl)amino]pyrimidine-5-carboxamide. F: 263.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012959B2
Source datasetuspto-grants-2011_09
ORD IDord-fdcae36291cb4af6a1c39dab5738471f
Source noteuspto-grants-2011_09