2-Bromomethylnaphthalene → HCID 54060942, compound

HRID 1858653Notes

Reaction equation

[OH:1][CH:2]1[CH:7]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][CH2:17][C:18]3([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)[O:22][CH2:21][CH2:20][O:19]3)=[CH:10][CH:9]=2)[CH2:6][CH2:5][N:4]([C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH2:3]1.Br[CH2:37][C:38]1[CH:47]=[CH:46][C:45]2[C:40](=[CH:41][CH:42]=[CH:43][CH:44]=2)[CH:39]=1>>[CH:39]1[C:40]2[C:45](=[CH:44][CH:43]=[CH:42][CH:41]=2)[CH:46]=[CH:47][C:38]=1[CH2:37][O:1][CH:2]1[CH:7]([C:8]2[CH:9]=[CH:10][C:11]([O:14][CH2:15][CH2:16][CH2:17][C:18]3([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)[O:22][CH2:21][CH2:20][O:19]3)=[CH:12][CH:13]=2)[CH2:6][CH2:5][N:4]([C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH2:3]1

Participants

Reactant 2

HCID 703202-Bromomethylnaphthalene

HCID 54159284HCID 54159284, compound

Product 1

HCID 54060942HCID 54060942, compound

Procedure

In an analogous manner to that described in Example 22(i), by alkylating tert-butyl (3RS,4RS)-3-hydroxy-4-[4-[3-(2-phenyl-[1,3]dioxolan-2-yl)-propoxy]-phenyl]-piperidine-1-carboxylate with 2-bromomethylnaphthalene there was obtained tert-butyl (3RS,4RS)-3-(naphthalen-2-ylmethoxy)-4-[4-[3-(2-phenyl-[1,3]dioxolan-2-yl)-propoxy]-phenyl]-piperidine-1-carboxylate as white crystals; MS: 624 (M+H)+.

Sources & evidence

ORD record: ord-a9950c293f0d4e4e815d207e5b15e5b4
Source dataset: uspto-grants-2000_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06150526

Reaction notes

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