p-Methylphenoxyacetic acid → 2-(4-Methylphenoxy)-1-(4-naphthalen-2-ylsulfonylpiperazin-1-yl)ethanone

関与物質

役割	名称	HCID	仕込み量
反応物	p-Methylphenoxyacetic acid	HCID 70329	—
反応物	Diisopropylethylamine	HCID 81531	—
反応物	2-Chloro-1-[4-(naphthalene-2-sulfonyl)piperazin-1-yl]ethan-1-one	HCID 2405875	—
反応物	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
溶媒	Dichloromethane	HCID 6344	—
生成物	2-(4-Methylphenoxy)-1-(4-naphthalen-2-ylsulfonylpiperazin-1-yl)ethanone	HCID 1151527	77.5%

反応手順

To a stirred solution of 2-chloro-1-(4-(naphthalen-2-ylsulfonyl)piperazin-1-yl)ethanone (compound 4, 0.2 g, 0.64 mmol) and 2-(p-tolyloxy)acetic acid (106 mg, 0.64 mmol) in dry DCM (20 mL), DIPEA (495 mg, 3.86 mmol) followed by HATU (486 mg, 1.27 mmol) was added at room temperature and stirred overnight. The mixture was then diluted with DCM and washed with water (2×10 mL) & brine (2×10 mL). The organic extract was dried over anhydrous sodium sulphate, filtered and concentrated under reduced pressure. The crude material was purified by column chromatography to yield the title compound (0.21 g, 77.5%) as an off-white solid.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US09115086B2
出典データセット	uspto-grants-2015_08
ORD ID	ord-31e27bbf07fe4a6c83d2dc5203b23350
出典メモ	uspto-grants-2015_08