5-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)nicotinic acid → N-(2-(2-(4-chlorophenyl)thiazol-4-yl)-2-methylpropyl)-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)nicotinamide

Participants

Role	Name	HCID	Charge
Reactant	5-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)nicotinic acid	HCID 67324216	—
Reactant	2-(2-(4-Chlorophenyl)thiazol-4-yl)-2-methylpropan-1-amine	HCID 67326255	—
Product	N-(2-(2-(4-chlorophenyl)thiazol-4-yl)-2-methylpropyl)-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)nicotinamide	HCID 67325640	51%

Reaction Steps

This compound was synthesized from 2-(2-(4-chlorophenyl)thiazol-4-yl)-2-methylpropan-1-amine and 5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)nicotinic acid as described in example 8 step 6 (50 mg, yield 51%). 1H NMR (400 MHz, CDCl3) δ 9.46 (d, J=1.5 Hz, 1H), 9.24 (d, J=1.8 Hz, 1H), 8.79 (m, 1H), 8.22 (t, J=4.5 Hz, 1H), 7.85-7.83 (d, J=8.5 Hz, 2H), 7.38-7.36 (d, J=8.5 Hz, 2H), 7.09 (s, 1H), 3.72 (d, J=5.5 Hz, 2H), 1.50 (s, 6H). MS (ESI) m/z: Calculated for C22H17ClF3N5O2S: 507.07. found: 508.0 (M+H)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08901156B2
Source dataset	uspto-grants-2014_12
ORD ID	ord-60f2c4e153d74757bb9e8f34b72ba403
Source note	uspto-grants-2014_12