Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1753221Generated: October 31, 2026

Dimethylamine → HCID 117819038, compound

https://huagongshe.com/reaction/1753221

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
ReactantTetrahydrofuranHCID 8028—
ReactantDiisopropylethylamineHCID 81531—
ReactantEthyl 6-chloro-5-methylpyrimidine-4-carboxylateHCID 56592992—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 117819038HCID 117819038—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of ethyl 6-chloro-5-methylpyrimidine-4-carboxylate (41) (80 g, 398.0 mmol) dissolved in dioxane (800 ml) were added dimethyl amine in THF (2M, 600 ml, 1196.0 mmol) and diisopropyl ethylamine (330 ml, 1990.0 mmol). The reaction mixture was heated to 80° C. for 16 h. Then the mixture is cooled to room temperature, diluted with water, and extracted with EtOAc (2×50 mL). The combined organic layer was washed with water, brine, dried over sodium sulfate, and concentrated at reduced pressure to yield ethyl 6-(dimethylamino)-5-methylpyrimidine-4-carboxylate (45) as a light yellow liquid; yield: 60 g (72%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09163020B2
Source datasetuspto-grants-2015_10
ORD IDord-4a4ee7d2e44b4c1189fd8f34a526b0ef
Source noteuspto-grants-2015_10