Methyl bromoacetate → 4-Phenyl-4-((1-(3,5-bis(trifluoromethyl)phenyl)-2-methoxycarbonylmethoxy ethoxy)methyl)piperidine Hydrochloride

HRID 962482

Reaction equation

HRID 962482 reaction equation
[ClH:1].[C:2]1([C:8]2([CH2:14][O:15][CH:16]([C:19]3[CH:24]=[C:23]([C:25]([F:28])([F:27])[F:26])[CH:22]=[C:21]([C:29]([F:32])([F:31])[F:30])[CH:20]=3)[CH2:17][OH:18])[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH2:34][C:35]([O:37][CH3:38])=[O:36]>>[ClH:1].[C:2]1([C:8]2([CH2:14][O:15][CH:16]([C:19]3[CH:24]=[C:23]([C:25]([F:26])([F:27])[F:28])[CH:22]=[C:21]([C:29]([F:32])([F:30])[F:31])[CH:20]=3)[CH2:17][O:18][CH2:34][C:35]([O:37][CH3:38])=[O:36])[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 60984Methyl bromoacetateHCID 190847004-Phenyl-4-((1-(3,5-bis(trifluoromethyl)phenyl)-2-hydroxyethoxy) methyl)piperidine Hydrochloride

Product 1

HCID 190847104-Phenyl-4-((1-(3,5-bis(trifluoromethyl)phenyl)-2-methoxycarbonylmethoxy ethoxy)methyl)piperidine Hydrochloride

Procedure

Prepared from the compound of Example 1 (d) by the method of Example 2, using methyl bromoacetate in place of methyl iodide. 1H NMR (360 MHz, d6 -DMSO) δ 2.00-2.12 (2H, m), 2.24-2.35 (2H, m), 2.62-2.77 (2H, m), 3.17 (2H, br m), 3.29 (1H, d, J=6.0 Hz), 3.62 (3H, s+m), 4.01 (2H, s), 4.08 (1 H, t, J=6.0 Hz), 7.24-7.41 (5H, m), 7.68 (2H, s), 7.97 (1 H, s). MS (EI+) 520 (M+H+).

Sources & evidence

ORD record
ord-d59441a1ba1c451c8edfc00544f2ef1d
Source dataset
uspto-grants-1998_06
Patent number
US05760018

Linked notes

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