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

関与物質

役割	名称	HCID	仕込み量
反応物	Triethylamine	HCID 8471	—
反応物	Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 2733084	—
反応物	2-Acetamidopyridine-4-carboxylic acid	HCID 3774466	—
反応物	1-[6-(2,2,2-Trifluoroethoxy)-pyridin-3-yl]-ethylamine hydrochloride	HCID 67509413	—
溶媒	Water	HCID 962	—
溶媒	Dichloromethane	HCID 6344	—
生成物	(-)-2-acetamido-N-(1-(6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl)isonicotinamide	HCID 56966007	66.4%

反応手順

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.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US09302991B2
出典データセット	uspto-grants-2016_04
ORD ID	ord-166c4d56ac824876a88b1489ad4e6303
出典メモ	uspto-grants-2016_04