5-Bromonicotinohydrazide → 1-{[5-(5-Bromo-3-pyridinyl)-1,3,4-oxadiazol-2-yl]methyl}-2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Participants

Role	Name	HCID	Charge
Reactant	5-Bromonicotinohydrazide	HCID 696365	—
Reactant	[5-cyano-2-methyl-4-(trifluoromethyl)-1H-indol-1-yl]acetic acid	HCID 67404858	—
Product	1-{[5-(5-Bromo-3-pyridinyl)-1,3,4-oxadiazol-2-yl]methyl}-2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile	HCID 67405754	—

Reaction Steps

Synthesized as described in Example 35C using [5-cyano-2-methyl-4-(trifluoromethyl)-1H-indol-1-yl]acetic acid and 5-bromo-3-pyridinecarbohydrazide: 1H NMR (400 MHz, DMSO-d6) δ 9.05 (d, J=1.7 Hz, 1H), 8.93 (d, J=2.0 Hz, 1H), 8.48 (dd, J=2.0 and 1.7 Hz, 1H), 8.07 (d, J=8.5 Hz, 1H), 7.77 (d, J=8.5 Hz, 1H), 6.65 (s, 1H), 5.99 (s, 2H), 2.58 (s, 3H); MS (ES) m/z 462 (M+1, isotope for Br) and 464 (M+1, isotope for Br)

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08673948B2
Source dataset	uspto-grants-2014_03
ORD ID	ord-b3fdfc9c09bf4a68bf99a76ffc73dd52
Source note	uspto-grants-2014_03