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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1527645Generated: November 3, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 67812272, compound

https://huagongshe.com/reaction/1527645

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantSodium BicarbonateHCID 516892—
ReactantN2-Methyl-5-(trifluoromethyl)pyridine-2,3-diamineHCID 2735930—
Reactant5-Chloropyrimidine-4-carboxylic acidHCID 20029396—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventPyridineHCID 1049—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67812272HCID 67812272—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a mixture of N2-methyl-5-trifluoromethylpyridine-2,3-diamine (2.65 g), WSC (2.66 g), 4-dimethylaminopyridine (0.10 g), THF (10 ml), and pyridine (10 ml), 5-chloropyrimidine-4-carboxylic acid was added under ice-cooling, and the reaction mixture was stirred at 50° C. for 8 hours. After standing to cool the reaction mixture to room temperature, to the reaction mixture, saturated aqueous sodium hydrogen carbonate solution was added, and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 1.77 g of 5-chloro-N-(2-methylamino-5-trifluoromethyl-pyridin-3-yl)-pyrimidine-4-carboxamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09089136B2
Source datasetuspto-grants-2015_07
ORD IDord-39b89df4634f45a0b29e8ffcfe96b84b
Source noteuspto-grants-2015_07