N-butyl-2-chloro-N-methylacetamide → 6-{2-{{4-[2-(Butylmethylamino)ethoxy]benzyl}ethylamino}-4,5-dimethoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 1950455Notes

Reaction equation

HRID 1950455 reaction equation
C([N:3]([C:31](=O)[C:32]1[CH:37]=[CH:36][C:35](O)=[CH:34]C=1)[C:4]1[CH:9]=[C:8]([O:10][CH3:11])[C:7]([O:12][CH3:13])=[CH:6][C:5]=1[CH:14]1[CH2:23][CH2:22][C:21]2[CH:20]=[C:19]([O:24]C(=O)C(C)(C)C)[CH:18]=[CH:17][C:16]=2[CH2:15]1)C.[CH2:40]([N:44]([CH3:49])[C:45](=O)[CH2:46]Cl)[CH2:41][CH2:42][CH3:43]>>[CH2:40]([N:44]([CH3:49])[CH2:45][CH2:46][O:10][C:8]1[CH:7]=[CH:6][C:36]([CH2:37][CH2:32][CH2:31][NH:3][C:4]2[CH:9]=[C:8]([O:10][CH3:11])[C:7]([O:12][CH3:13])=[CH:6][C:5]=2[CH:14]2[CH2:23][CH2:22][C:21]3[CH:20]=[C:19]([OH:24])[CH:18]=[CH:17][C:16]=3[CH2:15]2)=[CH:35][CH:34]=1)[CH2:41][CH2:42][CH3:43]

Participants

3

Reactant 2

HCID 18936900N-butyl-2-chloro-N-methylacetamideHCID 66626109Pivalic acid 6-{2-[ethyl(4-hydroxybenzoyl)amino]-4,5-dimethoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester

Product 1

HCID 666273356-{2-{{4-[2-(Butylmethylamino)ethoxy]benzyl}ethylamino}-4,5-dimethoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-olYield 16.4%

Procedure

Synthesized from pivalic acid 6-{2-[ethyl(4-hydroxybenzoyl)amino]-4,5-dimethoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester (19 mg) and N-butyl-2-chloro-N-methylacetamide (12 mg) according to an analogous synthetic method to Example 404 and purified by LC-MS, the title compound (1.6 mg) was obtained.

Workup

  1. custompurified by LC-MS

Sources & evidence

ORD record
ord-ee1fc389fae743fd893d59183a82c30c
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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