2-Bromo-1-(3,3-dimethylpiperidin-1-yl)ethanone → 6-{2-{{4-[2-(3,3-Dimethylpiperidin-1-yl)ethoxy]benzyl}methylamino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 2423993Notes

Reaction equation

HRID 2423993 reaction equation
[OH:1][C:2]1[CH:36]=[CH:35][C:5]([C:6]([CH2:8][NH:9][C:10]2[CH:15]=[C:14]([O:16][CH3:17])[CH:13]=[CH:12][C:11]=2[CH:18]2[CH2:27][CH2:26][C:25]3[CH:24]=[C:23]([O:28]C(=O)C(C)(C)C)[CH:22]=[CH:21][C:20]=3[CH2:19]2)=O)=[CH:4][CH:3]=1.Br[CH2:38][C:39]([N:41]1[CH2:46][CH2:45][CH2:44][C:43]([CH3:48])([CH3:47])[CH2:42]1)=O>>[CH3:47][C:43]1([CH3:48])[CH2:44][CH2:45][CH2:46][N:41]([CH2:39][CH2:38][O:1][C:2]2[CH:36]=[CH:35][C:5]([CH2:6][CH2:8][NH:9][C:10]3[CH:15]=[C:14]([O:16][CH3:17])[CH:13]=[CH:12][C:11]=3[CH:18]3[CH2:27][CH2:26][C:25]4[CH:24]=[C:23]([OH:28])[CH:22]=[CH:21][C:20]=4[CH2:19]3)=[CH:4][CH:3]=2)[CH2:42]1

Participants

3

Reactant 2

HCID 233637862-Bromo-1-(3,3-dimethylpiperidin-1-yl)ethanoneHCID 66626427Pivalic acid 6-{2-[(4-hydroxybenzoyl)methylamino]-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester

Product 1

HCID 666278616-{2-{{4-[2-(3,3-Dimethylpiperidin-1-yl)ethoxy]benzyl}methylamino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-olYield 59%

Procedure

Synthesized from pivalic acid 6-{2-[(4-hydroxybenzoyl)methylamino]-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester (25 mg) and 2-bromo-1-(3,3-dimethylpiperidin-1-yl)ethanone (23 mg) according to an analogous synthetic method to Example 404 and purified by LC-MS, the title compound (16 mg) was obtained.

Workup

  1. custompurified by LC-MS

Sources & evidence

ORD record
ord-ee6e540d10fb43f6afa0c98aa68fd9cd
Source dataset
uspto-grants-2011_06
Patent number
US07960412B2

Reaction notes

Loading…