2-Chloromethyl-4,8-dimethoxy-naphthalene → HCID 86604490, compound

HRID 1005176Notes

Reaction equation

HRID 1005176 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][O:18][CH2:19][C:20]3[S:21][CH:22]=[CH:23][CH:24]=3)=[CH:10][CH:9]=2)[CH2:6][CH2:5][N:4]([C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:3]1.Cl[CH2:33][C:34]1[CH:43]=[C:42]([O:44][CH3:45])[C:41]2[C:36](=[C:37]([O:46][CH3:47])[CH:38]=[CH:39][CH:40]=2)[CH:35]=1>>[CH3:45][O:44][C:42]1[C:41]2[C:36](=[C:37]([O:46][CH3:47])[CH:38]=[CH:39][CH:40]=2)[CH:35]=[C:34]([CH2:33][O:1][CH:2]2[CH:7]([C:8]3[CH:9]=[CH:10][C:11]([O:14][CH2:15][CH2:16][CH2:17][O:18][CH2:19][C:20]4[S:21][CH:22]=[CH:23][CH:24]=4)=[CH:12][CH:13]=3)[CH2:6][CH2:5][N:4]([C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:3]2)[CH:43]=1

Participants

3

Reactant 2

HCID 221269642-Chloromethyl-4,8-dimethoxy-naphthaleneHCID 54209347tert-butyl (3RS,4RS)-3-hydroxy-4-[4-[3-(thiophen-2-ylmethoxy)-propoxy]-phenyl]-piperidine-1-carboxylate

Product 1

HCID 86604490HCID 86604490, compound

Procedure

In an analogous manner to that described in Example 1 g), by alkylating tert-butyl (3RS,4RS)-3-hydroxy-4-[4-[3-(thiophen-2-ylmethoxy)-propoxy]-phenyl]-piperidine-1-carboxylate [Example 123 b)] with 2-chloromethyl-4,8-dimethoxy-naphthalene there was obtained tert-butyl (3RS,4RS)-3-(4,8-dimethoxy-naphthalen-2-ylmethoxy)-4-{4-[3-(thiophen-2-ylmethoxy)-propoxy]-phenyl}-piperidine-1-carboxylate as a beige solid; MS: 648 (M+H)+.

Sources & evidence

ORD record
ord-0d8cce5dfed3455ea8e29a481b5c4eb0
Source dataset
uspto-grants-2000_04
Patent number
US06051712

Reaction notes

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