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 1434452Notes

Reaction equation

HRID 1434452 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.

Sources & evidence

ORD record
ord-ca42057d5a1646d1b458b4fef8c57814
Source dataset
uspto-grants-2009_11
Patent number
US07612114B2

Reaction notes

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