2-(Piperazin-1-yl)pyridine-3-carbonitrile → HCID 53327903, compound

HRID 875003Notes

Reaction equation

HRID 875003 reaction equation
[N:1]1([C:7]2[N:14]=[CH:13][CH:12]=[CH:11][C:8]=2[C:9]#[N:10])[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[F:15][C:16]([F:32])([F:31])[C:17]1[O:21][N:20]=[C:19]([C:22]2[CH:23]=[C:24]([CH:28]=[CH:29][CH:30]=2)[C:25](O)=[O:26])[N:18]=1>>[F:31][C:16]([F:15])([F:32])[C:17]1[O:21][N:20]=[C:19]([C:22]2[CH:23]=[C:24]([CH:28]=[CH:29][CH:30]=2)[C:25]([N:4]2[CH2:3][CH2:2][N:1]([C:7]3[N:14]=[CH:13][CH:12]=[CH:11][C:8]=3[C:9]#[N:10])[CH2:6][CH2:5]2)=[O:26])[N:18]=1

Participants

3

Reactant 2

HCID 27372032-(Piperazin-1-yl)pyridine-3-carbonitrileHCID 251808543-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid

Product 1

HCID 53327903HCID 53327903, compoundYield 81%

Procedure

This compound was synthesized from 2-(piperazin-1-yl)nicotinonitrile and 3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid as described for example 37 step 3 (135 mg, yield 81%). 1H NMR (400 MHz, DMSO-d6) δ 8.45-8.43 (dd, J=4.8 Hz, 1.8 Hz, 1H), 8.18-8.15 (dd, J=7.3 Hz, 1.6 Hz, 1H), 8.13-8.10 (m, 2H), 7.78-7.71 (m, 2H), 6.99-6.96 (dd, J=7.5 Hz, 4.8 Hz, 1H), 3.81-3.75 (m, 4H), 3.63-3.54 (m, 4H). MS (ESI) m/z: Calculated for C20H15F3N6O2: 428.12. found: 429.1 (M+H)+

Sources & evidence

ORD record
ord-c57ad11d16814bb79fc6578dee0e26ba
Source dataset
uspto-grants-2015_03
Patent number
US08981084B2

Reaction notes

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