4-(4-Carboxy-phenyl)-piperidine-1-carboxylic acid tert-butyl ester → 6-{2-[Ethyl(4-piperidin-4-ylbenzyl)amino]-4,5-dimethoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 2423786Notes

Reaction equation

HRID 2423786 reaction equation
[CH2:1]([NH:3][C:4]1[CH:9]=[C:8]([O:10][CH3:11])[C:7]([O:12][CH3:13])=[CH:6][C:5]=1[CH:14]1[CH2:23][CH2:22][C:21]2[CH:20]=[C:19]([O:24]C(=O)C(C)(C)C)[CH:18]=[CH:17][C:16]=2[CH2:15]1)[CH3:2].C(OC([N:38]1[CH2:43][CH2:42][CH:41]([C:44]2[CH:49]=[CH:48][C:47]([C:50](O)=O)=[CH:46][CH:45]=2)[CH2:40][CH2:39]1)=O)(C)(C)C>>[CH2:1]([N:3]([CH2:50][C:47]1[CH:46]=[CH:45][C:44]([CH:41]2[CH2:40][CH2:39][NH:38][CH2:43][CH2:42]2)=[CH:49][CH:48]=1)[C:4]1[CH:9]=[C:8]([O:10][CH3:11])[C:7]([O:12][CH3:13])=[CH:6][C:5]=1[CH:14]1[CH2:23][CH2:22][C:21]2[CH:20]=[C:19]([OH:24])[CH:18]=[CH:17][C:16]=2[CH2:15]1)[CH3:2]

Participants

3

Reactant 2

HCID 224928594-(4-Carboxy-phenyl)-piperidine-1-carboxylic acid tert-butyl esterHCID 57933854Pivalic acid 6-(2-ethylamino-4,5-dimethoxyphenyl)-5,6,7,8-tetrahydronaphthalen-2-yl ester

Product 1

HCID 579340246-{2-[Ethyl(4-piperidin-4-ylbenzyl)amino]-4,5-dimethoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-olYield 36.2%

Procedure

Synthesized from pivalic acid 6-(2-ethylamino-4,5-dimethoxyphenyl)-5,6,7,8-tetrahydronaphthalen-2-yl ester (50 mg) and 4-(4-carboxyphenyl)piperidine-1-carboxylic acid tert-butyl ester (100 mg) according to an analogous synthetic method to Example 209, the title compound (22 mg) was obtained.

Sources & evidence

ORD record
ord-f68b1be54d014e0486b266e7b74f540c
Source dataset
uspto-grants-2011_06
Patent number
US07960412B2

Reaction notes

Loading…