4-(4-Carboxy-phenyl)-piperidine-1-carboxylic acid tert-butyl ester → 6-{6-[Ethyl(4-piperidin-4-ylbenzyl)amino]benzo[1,3]dioxol-5-yl}-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 1950238Notes

Reaction equation

HRID 1950238 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(OC([N:37]1[CH2:42][CH2:41][CH:40]([C:43]2[CH:48]=[CH:47][C:46]([C:49](O)=O)=[CH:45][CH:44]=2)[CH2:39][CH2:38]1)=O)(C)(C)C>>[CH2:1]([N:3]([CH2:49][C:46]1[CH:45]=[CH:44][C:43]([CH:40]2[CH2:41][CH2:42][NH:37][CH2:38][CH2:39]2)=[CH:48][CH:47]=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 224928594-(4-Carboxy-phenyl)-piperidine-1-carboxylic acid tert-butyl esterHCID 57934012Pivalic acid 6-(6-ethylaminobenzo[1,3]dioxol-5-yl)-5,6,7,8-tetrahydronaphthalen-2-yl ester

Product 1

HCID 579345196-{6-[Ethyl(4-piperidin-4-ylbenzyl)amino]benzo[1,3]dioxol-5-yl}-5,6,7,8-tetrahydronaphthalen-2-olYield 40.8%

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 tert-butyl ester (60 mg) according to an analogous synthetic method to Example 209, the title compound (20 mg) was obtained.

Sources & evidence

ORD record
ord-63e58b65daae49b09a357661c1a260ae
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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