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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 41479Generated: October 26, 2026

Dimethylformamide dimethyl acetal → (E)-ethyl 4-(2-(dimethylamino)vinyl)-2-(methylthio)pyrimidine-5-carboxylate

https://huagongshe.com/reaction/41479

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamide dimethyl acetalHCID 78373—
ReactantEthyl-2-methylthio-4-methyl-5-pyrimidine carboxylateHCID 188208—
SolventDimethylformamideHCID 6228—
Product(E)-ethyl 4-(2-(dimethylamino)vinyl)-2-(methylthio)pyrimidine-5-carboxylateHCID 8665790862%

Reaction Steps

4-Methyl-2-methylsulfanyl-pyrimidine-5-carboxylic acid ethyl ester 3 (18.0 g, 84.8 mmol) was dissolved in DMF (50 mL), N,N-Dimethylformamidedimethylacetal (22.5 mL, 170 mmol) and stirred at reflux for 3 hours. Then mixture was concentrated, the residue was dissolved in TCM, washed with water, dried, filtered, and concentrated. The product was purified by crystallization from ether to yield in a colorless solid (14.0 g, 52.5 mmol, 62%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08530650B2
Source datasetuspto-grants-2013_09
ORD IDord-dc974b9b448b4f40ae01977f5f513159
Source noteuspto-grants-2013_09