Piperidine → (R)-6-{2-{Ethyl[4-(2-piperidin-1-ylethyl)benzyl]amino}phenyl}-5,6,7,8-tetrahydronaphthalen-2-ol

HRID 1950600Notes

Reaction equation

HRID 1950600 reaction equation
C(CC1C=CC(C[CH2:10][CH2:11][NH:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[C@@H:19]2[CH2:28][CH2:27][C:26]3[CH:25]=[C:24]([O:29]C(=O)C(C)(C)C)[CH:23]=[CH:22][C:21]=3[CH2:20]2)=CC=1)(O)=O.[NH:38]1[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]1>>[CH2:11]([N:12]([CH2:25][C:26]1[CH:27]=[CH:28][C:19]([CH2:14][CH2:13][N:38]2[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]2)=[CH:20][CH:21]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[C@@H:19]1[CH2:28][CH2:27][C:26]2[CH:25]=[C:24]([OH:29])[CH:23]=[CH:22][C:21]=2[CH2:20]1)[CH3:10]

Participants

3

Reactant 2

HCID 8082PiperidineHCID 86605264Pivalic acid (R)-6-{2-[(4-carboxymethylbenzyl)ethylamino]phenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester

Product 1

HCID 57934202(R)-6-{2-{Ethyl[4-(2-piperidin-1-ylethyl)benzyl]amino}phenyl}-5,6,7,8-tetrahydronaphthalen-2-olYield 57.9%

Procedure

Synthesized from pivalic acid (R)-6-{2-[(4-carboxymethylbenzyl)ethylamino]phenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester (28 mg) and piperidine (24 mg) according to an analogous synthetic method to Example 715 and purified by LC-MS, the title compound (7.6 mg) was obtained.

Workup

  1. custompurified by LC-MS

Sources & evidence

ORD record
ord-771a2c18336e457e88898e99a5a70d84
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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