Piperidine → HCID 86269300, compound

HRID 1848715Notes

Reaction equation

Br[C:2]1[CH:34]=[CH:33][C:5]([CH2:6][N:7]2[C:11]3[CH:12]=[C:13]([O:16][CH2:17][C:18]4[CH:22]=[CH:21][N:20]([CH3:23])[N:19]=4)[CH:14]=[CH:15][C:10]=3[N:9]=[C:8]2[CH2:24][C:25]([CH2:31][CH3:32])([CH2:29][CH3:30])[C:26]([OH:28])=[O:27])=[CH:4][CH:3]=1.[NH:35]1[CH2:40][CH2:39][CH2:38][CH2:37][CH2:36]1>>[CH2:29]([C:25]([CH2:24][C:8]1[N:7]([CH2:6][C:5]2[CH:33]=[CH:34][C:2]([N:35]3[CH2:40][CH2:39][CH2:38][CH2:37][CH2:36]3)=[CH:3][CH:4]=2)[C:11]2[CH:12]=[C:13]([O:16][CH2:17][C:18]3[CH:22]=[CH:21][N:20]([CH3:23])[N:19]=3)[CH:14]=[CH:15][C:10]=2[N:9]=1)([CH2:31][CH3:32])[C:26]([OH:28])=[O:27])[CH3:30]

Participants

Reactant 2

HCID 8082Piperidine

HCID 90410891HCID 90410891, compound

Product 1

HCID 86269300HCID 86269300, compound

Procedure

The title compound was prepared from 2-({1-(4-Bromobenzyl)-6-[(1-methyl-1H-pyrazol-3-yl)methoxy]-1H-benzimidazol-2-yl}methyl)-2-ethylbutanoic acid using piperidine in the conditions for Example 152. MS (ESI): mass calcd. for C31H39N5O3, 529.31; m/z found, 530.3 [M+H]+. 1H NMR (500 MHz, CD3OD) δ 7.70 (d, J=9.0, 1H), 7.55 (d, J=2.2, 1H), 7.35-7.27 (m, 5H), 7.25 (dd, J=9.0, 2.3, 1H), 6.31 (d, J=2.3, 1H), 5.75 (s, 2H), 5.05 (s, 2H), 3.86 (s, 3H), 3.45-3.33 (m, 6H), 1.91-1.64 (m, 10H), 0.87 (t, J=7.5, 6H).

Sources & evidence

ORD record: ord-063bd1a08fcd41228889137ea68ad0d0
Source dataset: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08952177B2

Reaction notes

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