2-(2-Ethynylphenyl)ethan-1-amine → N-(2-Phenyl-3-butynyl)-N-(2-chloro-3-trifluoromethylbenzyl)-3-(3-carboxymethylenephenoxy)propylamine

HRID 902754Notes

Reaction equation

HRID 902754 reaction equation
C(C1C=CC=CC=1CCN)#C.Cl.[C:13]1([CH:19]([CH2:48][CH:49](C)C)[CH2:20][N:21]([CH2:34][CH2:35][CH2:36][O:37][C:38]2[CH2:39][C:40](=[CH:44][C:45]([OH:47])=[O:46])[CH:41]=[CH:42][CH:43]=2)[CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([C:29]([F:32])([F:31])[F:30])[C:24]=2[Cl:33])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[C:13]1([CH:19]([C:48]#[CH:49])[CH2:20][N:21]([CH2:34][CH2:35][CH2:36][O:37][C:38]2[CH2:39][C:40](=[CH:44][C:45]([OH:47])=[O:46])[CH:41]=[CH:42][CH:43]=2)[CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([C:29]([F:30])([F:32])[F:31])[C:24]=2[Cl:33])[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

3

Reactant 2

HCID 544358582-(2-Ethynylphenyl)ethan-1-amineHCID 131726851N-(2-Phenyl-4-methylpentyl)-N-(2-chloro-3-trifluoromethylbenzyl)-3-(3-carboxymethylenephenoxy)propylamine, hydrochloride

Product 1

HCID 86598298N-(2-Phenyl-3-butynyl)-N-(2-chloro-3-trifluoromethylbenzyl)-3-(3-carboxymethylenephenoxy)propylamine

Procedure

The titled compound was prepared from 2-ethynylphenethylamine (J. Med. Chem. (1988), 31(4), 704-6) in the same manner as the preparation of N-(2-Phenyl-4-methylpentyl)-N-(2-chloro-3-trifluoromethylbenzyl)-3-(3-carboxymethylenephenoxy)propylamine, hydrochloride, Example 189e-h. MS (ESI) 530 (MH+)

Sources & evidence

ORD record
ord-8965c070e44e46a9ac0baa539f903731
Source dataset
uspto-grants-2008_04
Patent number
US07365085B2

Reaction notes

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