Nicotinic acid, hydrazide → 2-Methyl-1-{[5-(3-pyridinyl)-1,3,4-oxadiazol-2-yl]methyl}-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Participants

Role	Name	HCID	Charge
Reactant	Nicotinic acid, hydrazide	HCID 11112	—
Reactant	[5-cyano-2-methyl-4-(trifluoromethyl)-1H-indol-1-yl]acetic acid	HCID 67404858	—
Product	2-Methyl-1-{[5-(3-pyridinyl)-1,3,4-oxadiazol-2-yl]methyl}-4-(trifluoromethyl)-1H-indole-5-carbonitrile	HCID 67404952	—

Reaction Steps

Synthesized as described in Example 35C using [5-cyano-2-methyl-4-(trifluoromethyl)-1H-indol-1-yl]acetic acid and 3-pyridinecarbohydrazide: 1H NMR (400 MHz, DMSO-d6) δ 9.08 (s, 1H), 8.78 (d, J=4.9 Hz, 1H), 8.27 (d, J=7.8 Hz, 1H), 8.08 (d, J=8.5 Hz, 1H), 7.77 (d, J=8.5 Hz, 1H), 7.60 (dd, J=7.8 and 4.9 Hz, 1H), 6.65 (s, 1H), 6.00 (s, 2H), 2.57 (s, 3H); MS (ES) m/z 384 (M+1).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08026262B2
Source dataset	uspto-grants-2011_09
ORD ID	ord-8ef9d089f01b4ed6b41145218ba1fafb
Source note	uspto-grants-2011_09