Pyridine → HCID 59300689, compound

Participants

Role	Name	HCID	Charge
Reactant	Pyridine	HCID 1049	—
Reactant	Propyne	HCID 6335	—
Reactant	Chlorosuccinimide	HCID 31398	—
Reactant	Methyl (βS)-β-[(hydroxyimino)methyl]-4-[[4′-(trifluoromethyl)[1,1′-biphenyl]-3-yl]methoxy]benzenepropanoate	HCID 86619684	—
Solvent	Dichloromethane	HCID 6344	—
Product	HCID 59300689	HCID 59300689	—

Reaction Steps

Compound 39.2 (100 mg, 0.22 mmol) was dissolved in DCM, and pyridine (0.05 mL) and NCS (30 mg, 0.22 mmol) were added. The resulting mixture was stirred at room temperature for 3 hours. Additional NCS (60 mg) was added, and the mixture was left at room temperature overnight. Then TEA (0.4 mL) was added to the mixture, and a stream of methylacetylene was passed through the reaction mixture for 20 minutes. LCMS detected the desired product. The solvent was removed, and the residue was purified by CombiFlash to give 39.3.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08003648B2
Source dataset	uspto-grants-2011_08
ORD ID	ord-224d7ccf449046abb6b656cc86e09301
Source note	uspto-grants-2011_08