4-(4-Carboxyphenyl)piperidine-1-carboxylic acid → 6-{6-{Ethyl[4-(1-methylpiperidin-4-yl)benzyl]amino}benzo[1,3]dioxol-5-yl}-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 1950237Notes

Reaction equation

HRID 1950237 reaction equation
[CH2:1]([NH:3][C:4]1[C:5]([CH:13]2[CH2:22][CH2:21][C:20]3[CH:19]=[C:18]([O:23]C(=O)C(C)(C)C)[CH:17]=[CH:16][C:15]=3[CH2:14]2)=[CH:6][C:7]2[O:11][CH2:10][O:9][C:8]=2[CH:12]=1)[CH3:2].[C:30]([C:33]1[CH:38]=[CH:37][C:36]([CH:39]2[CH2:44][CH2:43][N:42]([C:45](O)=O)[CH2:41][CH2:40]2)=[CH:35][CH:34]=1)(O)=O>>[CH2:1]([N:3]([CH2:30][C:33]1[CH:34]=[CH:35][C:36]([CH:39]2[CH2:40][CH2:41][N:42]([CH3:45])[CH2:43][CH2:44]2)=[CH:37][CH:38]=1)[C:4]1[C:5]([CH:13]2[CH2:22][CH2:21][C:20]3[CH:19]=[C:18]([OH:23])[CH:17]=[CH:16][C:15]=3[CH2:14]2)=[CH:6][C:7]2[O:11][CH2:10][O:9][C:8]=2[CH:12]=1)[CH3:2]

Participants

3

Reactant 2

HCID 230874844-(4-Carboxyphenyl)piperidine-1-carboxylic acidHCID 57934012Pivalic acid 6-(6-ethylaminobenzo[1,3]dioxol-5-yl)-5,6,7,8-tetrahydronaphthalen-2-yl ester

Product 1

HCID 579338406-{6-{Ethyl[4-(1-methylpiperidin-4-yl)benzyl]amino}benzo[1,3]dioxol-5-yl}-5,6,7,8-tetrahydronaphthalen-2-ol

Procedure

Synthesized from pivalic acid 6-(6-ethylaminobenzo[1,3]dioxol-5-yl)-5,6,7,8-tetrahydronaphthalen-2-yl ester (40 mg) and 4-(4-carboxyphenyl)piperidine-1-carboxylic acid text-butyl ester (60 mg) according to an analogous synthetic method to Example 337 described below, the title compound (35 mg) was obtained.

Sources & evidence

ORD record
ord-c5e923d44af944fd85ac864f591862ea
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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