Benzenepropanoic acid → HCID 4807174, compound

Participants

Role	Name	HCID	Charge
Reactant	Benzenepropanoic acid	HCID 107	—
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	2-Chloro-1-[4-(naphthalene-2-sulfonyl)piperazin-1-yl]ethan-1-one	HCID 2405875	—
Reactant	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
Solvent	Dichloromethane	HCID 6344	—
Product	HCID 4807174	HCID 4807174	83.5%

Reaction Steps

To a stirred solution of 2-chloro-1-(4-(naphthalen-2-ylsulfonyl)piperazin-1-yl)ethanone (compound 4, 0.208 g, 0.66 mmol) and 3-phenylpropanoic acid (100 mg, 0.66 mmol) taken in dry DCM (30 mL), DIPEA (430 mg, 3.32 mmol) followed by HATU (504 mg, 1.33 mmol) was added at room temperature and stirred overnight. The mixture was then diluted with DCM 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 (0.225 g, 82.72%) as solid.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09115086B2
Source dataset	uspto-grants-2015_08
ORD ID	ord-4b9a34c1947749b19c6ed54ab485ec1d
Source note	uspto-grants-2015_08