1-[(3-Hydroxyazetidin-1-yl)carbonyl]-5-[4-(trifluoromethyl)phenyl]piperidine-3-carboxylic acid → (3-Hydroxyazetidin-1-yl) {3-(3-{[1-(hydroxymethyl)cyclopropyl]methyl}-1,2,4-oxadiazol-5-yl)-5-[4-(trifluoromethyl)phenyl]piperidin-1-yl}methanone

Participants

Role	Name	HCID	Charge
Reactant	1-[(3-Hydroxyazetidin-1-yl)carbonyl]-5-[4-(trifluoromethyl)phenyl]piperidine-3-carboxylic acid	HCID 58002578	—
Reactant	N'-Hydroxy-2-[1-(hydroxymethyl)cyclopropyl]ethanimidamide	HCID 79009133	—
Product	(3-Hydroxyazetidin-1-yl) {3-(3-{[1-(hydroxymethyl)cyclopropyl]methyl}-1,2,4-oxadiazol-5-yl)-5-[4-(trifluoromethyl)phenyl]piperidin-1-yl}methanone	HCID 58002749	—

Reaction Steps

100 mg (0.27 mmol) of the compound from Example 101A and 67 mg (0.40 mmol) of the compound from Example 67A were reacted according to the General Method 2. Yield: 33 mg (26% of theory)

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08119663B2
Source dataset	uspto-grants-2012_02
ORD ID	ord-5a28443b942448a883c3fe2ff79a38c9
Source note	uspto-grants-2012_02