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 1950644Notes

Reaction equation

HRID 1950644 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-8e00b416a1d7429db711aa1bd3fdb936
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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