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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1399603Generated: November 2, 2026

Triethylamine → HCID 50996616, compound

https://huagongshe.com/reaction/1399603

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSodium BicarbonateHCID 516892—
ReactantN-(2-Methylpropyl)piperidine-3-carboxamide--hydrogen chloride (1/1)HCID 17750377—
ReactantMethyl 2-(2-chloro-4-methyl-6-p-tolylpyrimidin-5-yl)pentanoateHCID 86665647—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
ProductHCID 50996616HCID 50996616—

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of methyl 2-(2-chloro-4-methyl-6-p-tolylpyrimidin-5-yl)pentanoate (0.100 g; 0.300 mmol), N-isobutylpiperidine-3-carboxamide hydrochloride (0.198 g; 0.901 mmol) and triethylamine (0.211 mL; 1.50 mmol) in a mixture of tetrahydrofuran (2 mL) and DMF (0.4 mL) was heated at 110° C. in a sealed tube for 18 h. After cooling, the reaction mixture was diluted in a saturated solution of sodium hydrogen carbonate and extracted twice with ethyl acetate. The organic layer was washed with brine, dried over sodium sulphate, filtered and concentrated under reduced pressure. Purification by flash-chromatography on silica gel using a gradient of ethyl acetate (2-40%) in heptane (with 0.5% of triethyl amine) furnished 0.150 g (quantitative) of the title compound as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906906B2
Source datasetuspto-grants-2014_12
ORD IDord-9cc8da033b3b4ea1aeaeef3c133ae902
Source noteuspto-grants-2014_12