4-(Trifluoromethyl)piperidine → HCID 90410206, compound

HRID 1848762Notes

Reaction equation

HRID 1848762 reaction equation
Cl.[F:2][C:3]([F:11])([F:10])[CH:4]1[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1.Br[C:13]1[CH:45]=[CH:44][C:16]([CH2:17][N:18]2[C:22]3[CH:23]=[C:24]([O:27][CH2:28][C:29]4[CH:33]=[CH:32][N:31]([CH3:34])[N:30]=4)[CH:25]=[CH:26][C:21]=3[N:20]=[C:19]2[CH2:35][C:36]([CH2:42][CH3:43])([CH2:40][CH3:41])[C:37]([OH:39])=[O:38])=[CH:15][CH:14]=1.FC(F)(F)C1CCNCC1>>[CH2:40]([C:36]([CH2:35][C:19]1[N:18]([CH2:17][C:16]2[CH:44]=[CH:45][C:13]([N:7]3[CH2:8][CH2:9][CH:4]([C:3]([F:11])([F:10])[F:2])[CH2:5][CH2:6]3)=[CH:14][CH:15]=2)[C:22]2[CH:23]=[C:24]([O:27][CH2:28][C:29]3[CH:33]=[CH:32][N:31]([CH3:34])[N:30]=3)[CH:25]=[CH:26][C:21]=2[N:20]=1)([CH2:42][CH3:43])[C:37]([OH:39])=[O:38])[CH3:41]

Participants

4

Reactant 3

HCID 1364694-(Trifluoromethyl)piperidineHCID 162181604-(Trifluoromethyl)piperidine hydrochlorideHCID 90410891HCID 90410891, compound

Product 1

HCID 90410206HCID 90410206, compound

Procedure

The title compound was prepared in a manner analogous to that in Example 152 substituting 4-(trifluoromethyl)piperidine hydrochloride and 2-((1-(4-bromobenzyl)-6-((1-methyl-1H-pyrazol-3-yl)methoxy)-1H-benzo[d]imidazol-2-yl)methyl)-2-ethylbutanoic acid and 4-(trifluoromethyl)piperidine. MS (ESI): mass calcd. for C32H38F3N5O3, 597.29; m/z found, 598.2 [M+H]+. 1H NMR (500 MHz, CD3OD) δ 7.70 (d, J=9.1, 1H), 7.55 (d, J=2.3, 1H), 7.35 (d, J=2.3, 1H), 7.26 (dd, J=9.0, 2.3, 1H), 7.20-7.15 (m, 2H), 7.10-7.02 (m, 2H), 6.31 (d, J=2.3, 1H), 5.68 (s, 2H), 5.07 (s, 2H), 3.85 (s, 3H), 3.83-3.77 (m, 2H), 3.41 (s, 2H), 2.85 (td, J=12.6, 2.6, 2H), 2.46-2.29 (m, 1H), 2.00-1.95 (m, 2H), 1.86-1.60 (m, 6H), 0.87 (t, J=7.4, 6H).

Sources & evidence

ORD record
ord-1146760cede44c40ac40ad7ce1166f22
Source dataset
uspto-grants-2015_02
Patent number
US08952177B2

Reaction notes

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