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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 623572Generated: October 26, 2026

Triethylamine → (-)-2-acetamido-N-(1-(6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl)isonicotinamide

https://huagongshe.com/reaction/623572

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 2733084—
Reactant2-Acetamidopyridine-4-carboxylic acidHCID 3774466—
Reactant1-[6-(2,2,2-Trifluoroethoxy)-pyridin-3-yl]-ethylamine hydrochlorideHCID 67509413—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product(-)-2-acetamido-N-(1-(6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl)isonicotinamideHCID 5696600766.4%

Reaction Steps

A mixture of (−)-1-(6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethanamine hydrochloride (1.50 g, 5.12 mmol, Amine-1, single enantiomer), 2-acetamidoisonicotinic acid (1.01 g, 5.63 mmol), HBTU (2.33 g, 6.14 mmol) and triethylamine (3.57 mL, 25.6 mmol) in dichloromethane (51 mL) is stirred at room temperature for 15 hours. The reaction mixture is poured into water (50 mL) and extracted with dichloromethane (50 mL). The organic layer is dried over sodium sulfate and concentrated under reduced pressure. The residue is recrystallized from ethyl acetate to give 1.30 g (66% yield) of the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09302991B2
Source datasetuspto-grants-2016_04
ORD IDord-166c4d56ac824876a88b1489ad4e6303
Source noteuspto-grants-2016_04