3-(1-(tert-Butoxycarbonyl)piperidin-4-yl)benzoic acid → 6-{2-[Ethyl(3-piperidin-4-ylbenzyl)amino]-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 2423749Notes

Reaction equation

HRID 2423749 reaction equation
[CH2:1]([NH:3][C:4]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[CH:6][C:5]=1[CH:12]1[CH2:21][CH2:20][C:19]2[CH:18]=[C:17]([O:22]C(=O)C(C)(C)C)[CH:16]=[CH:15][C:14]=2[CH2:13]1)[CH3:2].C(OC([N:36]1[CH2:41][CH2:40][CH:39]([C:42]2[CH:47]=[CH:46][CH:45]=[C:44]([C:48](O)=O)[CH:43]=2)[CH2:38][CH2:37]1)=O)(C)(C)C>>[CH2:1]([N:3]([CH2:48][C:44]1[CH:45]=[CH:46][CH:47]=[C:42]([CH:39]2[CH2:38][CH2:37][NH:36][CH2:41][CH2:40]2)[CH:43]=1)[C:4]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[CH:6][C:5]=1[CH:12]1[CH2:21][CH2:20][C:19]2[CH:18]=[C:17]([OH:22])[CH:16]=[CH:15][C:14]=2[CH2:13]1)[CH3:2]

Participants

3

Reactant 2

HCID 450737913-(1-(tert-Butoxycarbonyl)piperidin-4-yl)benzoic acidHCID 579340956-(2-(Ethylamino)-4-methoxyphenyl)-5,6,7,8-tetrahydronaphthalen-2-yl pivalate

Product 1

HCID 579343766-{2-[Ethyl(3-piperidin-4-ylbenzyl)amino]-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-olYield 25.3%

Procedure

Synthesized from pivalic acid 6-(2-ethylamino-4-methoxyphenyl)-5,6,7,8-tetrahydronaphthalen-2-yl ester (80 mg) and 4-(3-carboxyphenyl)piperidine-1-carboxylic acid tert-butyl ester (100 mg) according to an analogous synthetic method to Example 209, the title compound (25 mg) was obtained.

Sources & evidence

ORD record
ord-df060eaf333146c5a6e2b3f2b8c0759b
Source dataset
uspto-grants-2011_06
Patent number
US07960412B2

Reaction notes

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