4-Amino-3-(trifluoromethyl)benzoic acid → 2-(1-{[4-Amino-3-(trifluoromethyl)phenyl]carbonyl}piperidin-4-yl)-5-(3,4-dimethoxyphenyl)-4,4-dimethyl-2,4-dihydro-3H-pyrazol-3-one

Participants

Role	Name	HCID	Charge
Reactant	4-Amino-3-(trifluoromethyl)benzoic acid	HCID 3254286	—
Reactant	5-(3,4-dimethoxyphenyl)-4,4-dimethyl-2-piperidin-4-yl-2,4-dihydro-3H-pyrazol-3-one hydrochloride	HCID 66616406	—
Product	2-(1-{[4-Amino-3-(trifluoromethyl)phenyl]carbonyl}piperidin-4-yl)-5-(3,4-dimethoxyphenyl)-4,4-dimethyl-2,4-dihydro-3H-pyrazol-3-one	HCID 46206626	—

Reaction Steps

The title compound is prepared analogously as described for GP3 using 5-(3,4-dimethoxyphenyl)-4,4-dimethyl-2-(piperidin-4-yl)-2,4-dihydro-3H-pyrazol-3-one (compound B1) and 4-amino-3-(trifluoromethyl)benzoic acid as starting compounds. The crude product is purified by column chromatography (silica gel and DCM/methanol=4:1) and crystallization from methanol to yield the title compound.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09340522B2
Source dataset	uspto-grants-2016_05
ORD ID	ord-05370ba69d794b66adadc2a9a43d9cb2
Source note	uspto-grants-2016_05