1-[(2-Morpholinyl)ethyl]cyclopentane carboxylic acid → 4-[[(2,6-Dichlorophenyl)carbonyl]amino]-N-[[1-[(2-morpholinyl)ethyl]cyclopentyl]carbonyl]-L-phenylalanine methyl ester

HRID 393468Notes

Reaction equation

HRID 393468 reaction equation
[CH3:1][O:2][C:3](=[O:24])[C@H:4]([CH2:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14]([C:16]2[C:21]([Cl:22])=[CH:20][CH:19]=[CH:18][C:17]=2[Cl:23])=[O:15])=[CH:9][CH:8]=1)[NH2:5].[NH:25]1[CH2:30][CH2:29][O:28][CH:27]([CH2:31][CH2:32][C:33]2([C:38](O)=[O:39])[CH2:37][CH2:36][CH2:35][CH2:34]2)[CH2:26]1>>[CH3:1][O:2][C:3](=[O:24])[C@H:4]([CH2:6][C:7]1[CH:8]=[CH:9][C:10]([NH:13][C:14]([C:16]2[C:21]([Cl:22])=[CH:20][CH:19]=[CH:18][C:17]=2[Cl:23])=[O:15])=[CH:11][CH:12]=1)[NH:5][C:38]([C:33]1([CH2:32][CH2:31][CH:27]2[O:28][CH2:29][CH2:30][NH:25][CH2:26]2)[CH2:34][CH2:35][CH2:36][CH2:37]1)=[O:39]

Participants

3

Reactant 2

HCID 226602201-[(2-Morpholinyl)ethyl]cyclopentane carboxylic acidHCID 233839334-(2,6-Dichlorobenzoylamino)-L-phenylalanine methyl ester

Product 1

HCID 698453804-[[(2,6-Dichlorophenyl)carbonyl]amino]-N-[[1-[(2-morpholinyl)ethyl]cyclopentyl]carbonyl]-L-phenylalanine methyl esterYield 62%

Procedure

4-[[(2,6-Dichlorophenyl)carbonyl]amino]-N-[[1-[(2-morpholinyl)ethyl]cyclopentyl]carbonyl]-L-phenylalanine methyl ester was prepared from 4-[[(2,6-Dichlorophenyl)carbonyl]amino]-L-phenylalanine methyl ester and 1-[(2-morpholinyl)ethyl]cyclopentane carboxylic acid using the general coupling procedure described in example 46 to provide a 62% yield. HRMS (C29H35Cl2N3O5): Obs. mass, 576.2531. Calcd. mass, 576.2582, (M+H).

Workup

  1. customto provide a 62% yield

Sources & evidence

ORD record
ord-dcdd6eaeeebc4c75b1d55b256149b407
Source dataset
uspto-grants-2004_10
Patent number
US06806365B2

Reaction notes

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