Chloro-N,N-diethylacetamide → 6-{2-{[4-(2-Diethylaminoethoxy)benzyl]propylamino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 2424009Notes

Reaction equation

HRID 2424009 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]([CH2:46][CH3:47])[CH2:44][CH3:45])=O>>[CH2:44]([N:43]([CH2:46][CH3:47])[CH2:41][CH2:40][O:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][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]([OH:30])[CH:24]=[CH:23][C:22]=3[CH2:21]2)=[CH:37][CH:38]=1)[CH3:45]

Participants

3

Reactant 2

HCID 16844Chloro-N,N-diethylacetamideHCID 66626482Pivalic acid 6-{2-[(4-hydroxybenzoyl)propylamino]-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester

Product 1

HCID 666273146-{2-{[4-(2-Diethylaminoethoxy)benzyl]propylamino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-olYield 76.5%

Procedure

Synthesized from pivalic acid 6-{2-[(4-hydroxybenzoyl)propylamino]-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester (30 mg) and 2-chloro-N,N-diethylacetamide (18 mg) according to an analogous synthetic method to Example 404 and purified by LC-MS, the title compound (23 mg) was obtained.

Workup

  1. custompurified by LC-MS

Sources & evidence

ORD record
ord-2eafb642aa0143b5bf358ffd6c1066e8
Source dataset
uspto-grants-2011_06
Patent number
US07960412B2

Reaction notes

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