2-Bromomethylnaphthalene → HCID 54038839, compound

HRID 1858616Notes

Reaction equation

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

Participants

Reactant 2

HCID 703202-Bromomethylnaphthalene

HCID 86756062HCID 86756062, compound

Product 1

HCID 54038839HCID 54038839, compound

Procedure

Analogously to the procedure described in Example 22(i), by alkylating tert-butyl (3RS,4RS)-4-[4-(2-ethoxycarbonyl-ethyl)-phenyl]-3-hydroxy-piperidine-1-carboxylic acid with 2-bromomethylnaphthalene there was obtained tert-butyl (3RS,4RS)-4-[4-(2-ethoxycarbonyl-ethyl)-phenyl]-3-(naphthalen-2-ylmethoxy)-piperidine-1-carboxylate; MS: 518 (M+H)+.

Sources & evidence

ORD record: ord-ae1ea3c7a4034047902c0faa2a852cd2
Source dataset: uspto-grants-2000_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06150526

Reaction notes

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