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

참여 물질

역할	이름	HCID	투입량
반응물	p-Methylphenoxyacetic acid	HCID 70329	—
반응물	Diisopropylethylamine	HCID 81531	—
반응물	2-Chloro-1-[4-(naphthalene-2-sulfonyl)piperazin-1-yl]ethan-1-one	HCID 2405875	—
반응물	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
용매	Dichloromethane	HCID 6344	—
생성물	2-(4-Methylphenoxy)-1-(4-naphthalen-2-ylsulfonylpiperazin-1-yl)ethanone	HCID 1151527	77.5%

반응 단계

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.

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US09115086B2
출처 데이터셋	uspto-grants-2015_08
ORD ID	ord-31e27bbf07fe4a6c83d2dc5203b23350
출처 메모	uspto-grants-2015_08