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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1960075Generated: October 29, 2026

Triethylamine → HCID 57867428, compound

https://huagongshe.com/reaction/1960075

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantPivaloyl chlorideHCID 62493—
Reactant2-Aminonicotinic acidHCID 72930—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventWaterHCID 962—
ProductHCID 57867428HCID 5786742881.3%

Reaction Steps

To a mixture of 2-aminonicotinic acid (13.8 g, 100 mmol), 4-dimethylaminopyridine (1.2 g, 10 mmol), triethylamine (55.8 mL, 400 mmol) and N-methylpyrrolidone (140 mL, 42 mmol) was added pivaloyl chloride (24.1 g, 200 mmol) dropwise at 0° C., and after the drop wise addition was finished, which was stirred overnight at room temperature. To the reaction mixture was added water, extracted with toluene, and the organic layer was washed with water and saturated sodium chloride water. After the solution was dried over anhydrous magnesium sulfate and filtered, the solvent was evaporated under a reduced pressure. To the residue was added n-heptane, which was suspended and stirred at 0° C., which was filtered, so as to obtain the title compound (16.6 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410277B2
Source datasetuspto-grants-2013_04
ORD IDord-8275402d17ce45a280ddbd6fc797e6d1
Source noteuspto-grants-2013_04