Pivalic acid 6-(2-amino-4-methoxyphenyl)-5,6,7,8-tetrahydronaphthalen-2-yl ester → Pivalic acid 6-{4-methoxy-2-{2-[4-(2-piperidin-1-ylethoxy)phenyl]acetylamino}phenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester

HRID 2424215Notes

Reaction equation

HRID 2424215 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[CH:10]1[CH2:19][CH2:18][C:17]2[CH:16]=[C:15]([O:20][C:21](=[O:26])[C:22]([CH3:25])([CH3:24])[CH3:23])[CH:14]=[CH:13][C:12]=2[CH2:11]1.Cl.[N:28]1([CH2:34][CH2:35][O:36][C:37]2[CH:42]=[CH:41][C:40]([CH2:43][C:44](O)=[O:45])=[CH:39][CH:38]=2)[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1>>[CH3:9][O:8][C:6]1[CH:5]=[CH:4][C:3]([CH:10]2[CH2:19][CH2:18][C:17]3[CH:16]=[C:15]([O:20][C:21](=[O:26])[C:22]([CH3:23])([CH3:25])[CH3:24])[CH:14]=[CH:13][C:12]=3[CH2:11]2)=[C:2]([NH:1][C:44](=[O:45])[CH2:43][C:40]2[CH:41]=[CH:42][C:37]([O:36][CH2:35][CH2:34][N:28]3[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33]3)=[CH:38][CH:39]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 66626486Pivalic acid 6-(2-amino-4-methoxyphenyl)-5,6,7,8-tetrahydronaphthalen-2-yl esterHCID 66627610[4-(2-Piperidin-1-ylethoxy)phenyl]acetic acid hydrochloride

Product 1

HCID 57933831Pivalic acid 6-{4-methoxy-2-{2-[4-(2-piperidin-1-ylethoxy)phenyl]acetylamino}phenyl}-5,6,7,8-tetrahydronaphthalen-2-yl esterYield 54.9%

Procedure

Synthesized from pivalic acid 6-(2-amino-4-methoxyphenyl)-5,6,7,8-tetrahydronaphthalen-2-yl ester (100 mg) and [4-(2-piperidin-1-ylethoxy)phenyl]acetic acid hydrochloride (140 mg) according to an analogous synthetic method to Preparation Example 154, the title compound (93 mg) was obtained.

Workup

  1. customaccording to an analogous synthetic method to Preparation Example 154

Sources & evidence

ORD record
ord-29f89a246e9b4367bbb082e7e679888a
Source dataset
uspto-grants-2011_06
Patent number
US07960412B2

Reaction notes

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