3-Bromo-5-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]pyridine → 1-{[5-(5-Bromo-3-pyridinyl)-1,3,4-oxadiazol-2-yl]methyl}-4-chloro-2-propyl-1H-indole-5-carbonitrile

Participants

Role	Name	HCID	Charge
Reactant	3-Bromo-5-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]pyridine	HCID 28979365	—
Reactant	4-chloro-2-propyl-1H-indole-5-carbonitrile	HCID 67404338	—
Product	1-{[5-(5-Bromo-3-pyridinyl)-1,3,4-oxadiazol-2-yl]methyl}-4-chloro-2-propyl-1H-indole-5-carbonitrile	HCID 57800408	—

Reaction Steps

Synthesized as described in Example 4 from 4-chloro-2-propyl-1H-indole-5-carbonitrile and 3-bromo-5-[5-(chloromethyl)-1,3,4-oxadiazol-2-yl]pyridine: 1H NMR (400 MHz, DMSO-d6) δ 9.03 (d, J=1.3 Hz, 1 H), 8.94 (d, J=2.0 Hz, 1 H), 8.46 (s, 1 H), 7.97 (s, 1 H), 7.81 (d, J=8.5 Hz, 1 H), 7.61 (d, J=8.5 Hz, 1 H), 5.96 (s, 2 H), 2.95-2.87 (m, 2 H), 1.75-1.48 (m, 2 H), 0.93 (t, J=7.3 Hz, 3 H); MS (ES) m/z 457 (M+1).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08026262B2
Source dataset	uspto-grants-2011_09
ORD ID	ord-9fce62de81804375b6151ecd7409dbf8
Source note	uspto-grants-2011_09