2-chloro-N-(2-methoxyethyl)-N-methylacetamide → 6-{4-Methoxy-2-{{4-{2-[(2-methoxyethyl)methylamino]ethoxy}benzyl}methylamino}phenyl}-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 2423992Notes

Reaction equation

HRID 2423992 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.Cl[CH2:38][C:39]([N:41]([CH2:43][CH2:44][O:45][CH3:46])[CH3:42])=O>>[CH3:17][O:16][C:14]1[CH:13]=[CH:12][C:11]([CH:18]2[CH2:27][CH2:26][C:25]3[CH:24]=[C:23]([OH:28])[CH:22]=[CH:21][C:20]=3[CH2:19]2)=[C:10]([NH:9][CH2:8][CH2:6][C:5]2[CH:35]=[CH:36][C:2]([O:1][CH2:38][CH2:39][N:41]([CH2:43][CH2:44][O:45][CH3:46])[CH3:42])=[CH:3][CH:4]=2)[CH:15]=1

Participants

3

Reactant 2

HCID 151749132-chloro-N-(2-methoxyethyl)-N-methylacetamideHCID 66626427Pivalic acid 6-{2-[(4-hydroxybenzoyl)methylamino]-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester

Product 1

HCID 666266316-{4-Methoxy-2-{{4-{2-[(2-methoxyethyl)methylamino]ethoxy}benzyl}methylamino}phenyl}-5,6,7,8-tetrahydronaphthalen-2-olYield 50.2%

Procedure

Synthesized from pivalic acid 6-{2-[(4-hydroxybenzoyl)methylamino]-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester (25 mg) and 2-chloro-N-(2-methoxyethyl)-N-methylacetamide (16 mg) according to an analogous synthetic method to Example 404 and purified by LC-MS, the title compound (13 mg) was obtained.

Workup

  1. custompurified by LC-MS

Sources & evidence

ORD record
ord-899fe6724da84013a656ac601fd77ad5
Source dataset
uspto-grants-2011_06
Patent number
US07960412B2

Reaction notes

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