Pyridine → HCID 86685890, compound

Participants

Role	Name	HCID	Charge
Reactant	Pyridine	HCID 1049	—
Reactant	Trichloroacetonitrile	HCID 11011	—
Reactant	Triphenylphosphine	HCID 11776	—
Reactant	Phenoxyacetic Acid	HCID 19188	—
Reactant	(S)-3-Amino-4,4,4-trifluoro-1-p-tolyl-3-(4-(4,4,4-trifluorobutoxy)phenyl)-butan-1-one	HCID 86685849	—
Solvent	Dichloromethane	HCID 6344	—
Product	HCID 86685890	HCID 86685890	69%

Reaction Steps

To a mixture of triphenylphosphine (138 mg, 0.318 mmol) in dry DCM (0.8 mL) was added 2-phenoxyacetic acid (26 mg, 0.173 mmol), followed by trichloroacetonitrile (30 mg, 0.208 mmol). The mixture was stirred at rt for 2.5 h. To the mixture was added a solution of Intermediate 2F, isomer 2 (30 mg, 0.069 mmol) in dry DCM (0.5 mL) followed by pyridine (17 μL, 0.208 mmol). The reaction was stirred at rt overnight. The mixture was concentrated and purified by preparative HPLC (MeOH/H2O/TFA) to yield the desired product (27 mg, 69%) as a brown oil. LCMS Anal. Calc'd for C29H27F6NO4 567.18, found [M+H] 568.3.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08791091B2
Source dataset	uspto-grants-2014_07
ORD ID	ord-eea8db4d142f4237996c100e1579492b
Source note	uspto-grants-2014_07