1-(2-Chlorophenyl)ethanamine → 3-((2-Amino-2-methyl-3-phenylpropoxy)methyl)-N-(1-(2-chlorophenyl)ethyl)-5-(1-cyanocyclopentyl)benzamide

HRID 899483Notes

Reaction equation

HRID 899483 reaction equation
C(OC([NH:8][C:9]([CH3:36])([CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[CH2:10][O:11][CH2:12][C:13]1[CH:14]=[C:15]([CH:19]=[C:20]([C:22]2([C:27]#[N:28])[CH2:26][CH2:25][CH2:24][CH2:23]2)[CH:21]=1)[C:16]([OH:18])=O)=O)(C)(C)C.[Cl:37][C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][C:39]=1[CH:44]([NH2:46])[CH3:45]>>[NH2:8][C:9]([CH3:36])([CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[CH2:10][O:11][CH2:12][C:13]1[CH:14]=[C:15]([CH:19]=[C:20]([C:22]2([C:27]#[N:28])[CH2:23][CH2:24][CH2:25][CH2:26]2)[CH:21]=1)[C:16]([NH:46][CH:44]([C:39]1[CH:40]=[CH:41][CH:42]=[CH:43][C:38]=1[Cl:37])[CH3:45])=[O:18]

Participants

3

Reactant 2

HCID 2997671-(2-Chlorophenyl)ethanamineHCID 673191833-((2-Tert-butoxycarbonylamino-2-methyl-3-phenylpropoxy)methyl)-5-(1-cyanocyclopentyl)benzoic acid

Product 1

HCID 111568193-((2-Amino-2-methyl-3-phenylpropoxy)methyl)-N-(1-(2-chlorophenyl)ethyl)-5-(1-cyanocyclopentyl)benzamide

Procedure

Prepared from 3-((2-tert-butoxycarbonylamino-2-methyl-3-phenylpropoxy)methyl)-5-(1-cyanocyclopentyl)benzoic acid and 1-(2-chlorophenyl)ethanamine using a similar procedure as described for the preparation of Example 20. HRMS ES calculated for C32H36ClN3O2: 530.2569, found: 530.2561.

Workup

  1. customas described for the preparation of Example 20

Sources & evidence

ORD record
ord-28e97aeb12d44399aa5fdbbd741ba01a
Source dataset
uspto-grants-2008_04
Patent number
US07354942B2

Reaction notes

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