4-(Piperidin-4-yl)benzonitrile--hydrogen chloride (1/1) → HCID 178494837, compound

HRID 541280Notes

Reaction equation

HRID 541280 reaction equation
[CH:1]1([C:5]2[C:26]([C:27]3[NH:31][C:30]([CH2:32][CH2:33][O:34][CH3:35])=[N:29][N:28]=3)=[CH:25][C:8]([C:9](N3CCC(C4C=CC(C#N)=CC=4)CC3)=[O:10])=[C:7]([CH3:36])[CH:6]=2)[CH2:4][CH2:3][CH2:2]1.Cl.[F:38][C:39]([F:53])([F:52])[C:40]1[CH:45]=[CH:44][C:43]([CH:46]2[CH2:51][CH2:50][NH:49][CH2:48][CH2:47]2)=[CH:42][CH:41]=1.Cl.N1CCC(C2C=CC(C#N)=CC=2)CC1>>[CH:1]1([C:5]2[C:26]([C:27]3[NH:31][C:30]([CH2:32][CH2:33][O:34][CH3:35])=[N:29][N:28]=3)=[CH:25][C:8]([C:9]([N:49]3[CH2:48][CH2:47][CH:46]([C:43]4[CH:42]=[CH:41][C:40]([C:39]([F:38])([F:52])[F:53])=[CH:45][CH:44]=4)[CH2:51][CH2:50]3)=[O:10])=[C:7]([CH3:36])[CH:6]=2)[CH2:2][CH2:3][CH2:4]1

Participants

4

Reactant 3

HCID 193916184-(Piperidin-4-yl)benzonitrile--hydrogen chloride (1/1)HCID 450737964-(4-(Trifluoromethyl)phenyl)piperidine hydrochlorideHCID 178494838HCID 178494838, compound2×

Product 1

HCID 178494837HCID 178494837, compound

Procedure

The title compound was prepared using standard chemical manipulations and procedures similar to those used for the preparation of 4-(1-(4-cyclobutyl-5-(5-(2-methoxyethyl)-4H-1,2,4-triazol-3-yl)-2-methylbenzoyl)piperidin-4-yl)benzonitrile (compound 153), using 4-(4-(trifluoromethyl)phenyl)piperidine hydrochloride salt instead of 4-(piperidin-4-yl)benzonitrile hydrochloride salt (compound 1.5). m/z (ES+) 527 (M+H)+. 1H NMR (400 MHz, Chloroform-d) δ 11.30-11.10 (br, 1H), 7.60-7.47 (m, 3H), 7.35-7.28 (m, 3H), 5.10-4.93 (m, 1H), 4.24-4.13 (m, 1H), 3.78 (t, 2H), 3.70 (d, 1H), 3.45 (s, 3H), 3.12 t, 2H), 3.15-3.05 (m, 1H), 2.90-2.75 (m, 2H), 2.44 and 2.35 (2 singlets, amide rotamers, ArCH3, 3H), 2.25-2.13 (m, 2H), 2.13-1.85 (m, 4H), 1.87-1.66 (m, 4H).

Sources & evidence

ORD record
ord-a9e2b40203294d21924d0fcb322caaf0
Source dataset
uspto-grants-2014_10
Patent number
US08871790B2

Reaction notes

Loading…