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

HRID 1950452Notes

Reaction equation

HRID 1950452 reaction equation
[OH:1][C:2]1[CH:38]=[CH:37][C:5]([C:6]([CH2:8][CH2:9][CH2:10][NH:11][C:12]2[CH:17]=[C:16]([O:18][CH3:19])[CH:15]=[CH:14][C:13]=2[CH:20]2[CH2:29][CH2:28][C:27]3[CH:26]=[C:25]([O:30]C(=O)C(C)(C)C)[CH:24]=[CH:23][C:22]=3[CH2:21]2)=O)=[CH:4][CH:3]=1.Cl[CH2:40][C:41]([N:43]([CH2:45][CH2:46][O:47][CH3:48])[CH3:44])=O>>[CH3:19][O:18][C:16]1[CH:15]=[CH:14][C:13]([CH:20]2[CH2:29][CH2:28][C:27]3[CH:26]=[C:25]([OH:30])[CH:24]=[CH:23][C:22]=3[CH2:21]2)=[C:12]([NH:11][CH2:10][CH2:9][CH2:8][CH2:6][C:5]2[CH:37]=[CH:38][C:2]([O:1][CH2:40][CH2:41][N:43]([CH2:45][CH2:46][O:47][CH3:48])[CH3:44])=[CH:3][CH:4]=2)[CH:17]=1

Participants

3

Reactant 2

HCID 151749132-chloro-N-(2-methoxyethyl)-N-methylacetamideHCID 66626482Pivalic acid 6-{2-[(4-hydroxybenzoyl)propylamino]-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester

Product 1

HCID 666273886-{4-Methoxy-2-{{4-{2-[(2-methoxyethyl)methylamino]ethoxy}benzyl}propylamino}phenyl}-5,6,7,8-tetrahydronaphthalen-2-olYield 69.1%

Procedure

Synthesized from pivalic acid 6-{2-[(4-hydroxybenzoyl)propylamino]-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester (21 mg) and 2-chloro-N-(2-methoxyethyl)-N-methylacetamide (14 mg) according to an analogous synthetic method to Example 404 and purified by LC-MS, the title compound (15 mg) was obtained.

Workup

  1. custompurified by LC-MS

Sources & evidence

ORD record
ord-2882a33208894f00a9ef4b92c70532ec
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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