(S)-6-(4-chlorophenyl)-5-(1,1,1-trifluoropropan-2-yloxy)pyrazine-2-carboxylic acid → (S)-6-(4-chlorophenyl)-N-((3-(trifluoromethyl)-1,2,4-oxadiazol-5-yl)methyl)-5-(1,1,1-trifluoropropan-2-yloxy)pyrazine-2-carboxamide

Participants

Role	Name	HCID	Charge
Reactant	(S)-6-(4-chlorophenyl)-5-(1,1,1-trifluoropropan-2-yloxy)pyrazine-2-carboxylic acid	HCID 66678820	—
Reactant	[3-(Trifluoromethyl)-1,2,4-oxadiazol-5-yl]methanamine hydrochloride	HCID 66687518	—
Product	(S)-6-(4-chlorophenyl)-N-((3-(trifluoromethyl)-1,2,4-oxadiazol-5-yl)methyl)-5-(1,1,1-trifluoropropan-2-yloxy)pyrazine-2-carboxamide	HCID 86663144	—

Reaction Steps

The title compound was synthesized in analogy to Example 1, using (S)-6-(4-chlorophenyl)-5-(1,1,1-trifluoropropan-2-yloxy)pyrazine-2-carboxylic acid (example AG) and C-(3-trifluoromethyl-[1,2,4]oxadiazol-5-yl)-methylamine hydrochloride (CAN 944905-93-5; example AK) as starting materials. MS: 494.0 (M−H)−.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09090599B2
Source dataset	uspto-grants-2015_07
ORD ID	ord-3cde967a0a8540d5a854b05e89843d87
Source note	uspto-grants-2015_07