4-{4-[(1-Naphthyloxy)carbonyl]-1,3-thiazol-2-yl}piperidinium chloride → 1-Naphthyl 2-(1-{[3,5-bis(trifluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazole-4-carboxylate

Participants

Role	Name	HCID	Charge
Reactant	4-{4-[(1-Naphthyloxy)carbonyl]-1,3-thiazol-2-yl}piperidinium chloride	HCID 66911567	—
Reactant	3,5-bis-(trifluoromethyl)-1H-pyrazole-1-acetic acid	HCID 86647452	—
Product	1-Naphthyl 2-(1-{[3,5-bis(trifluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazole-4-carboxylate	HCID 44468374	—

Reaction Steps

4-{4-[(1-Naphthyloxy)carbonyl]-1,3-thiazol-2-yl}piperidinium chloride (X-2, 375 mg) is reacted analogously to Example I-772 with [3,5-bis(trifluoromethyl)-1H-pyrazol-1-yl]acetic acid (288 mg). This gives, after chromatographic purification, 1-naphthyl 2-(1-{[3,5-bis(trifluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazole-4-carboxylate (356 mg, 61%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08569509B2
Source dataset	uspto-grants-2013_10
ORD ID	ord-03d81f4b3d0744b7ac7d0b7cf0124017
Source note	uspto-grants-2013_10