Benzenamine, 4-(4-morpholinyl)- → N-(4-morpholin-4-ylphenyl)-2-[3-(5-methyl-1,2,4-oxadiazol-3-yl)phenoxy]pentanoamide

HRID 917570Notes

Reaction equation

HRID 917570 reaction equation
[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:8]=[C:9]([CH:18]=[CH:19][CH:20]=2)[O:10][CH:11]([CH2:15][CH2:16][CH3:17])[C:12](Cl)=[O:13])[N:3]=1.[N:21]1([C:27]2[CH:33]=[CH:32][C:30]([NH2:31])=[CH:29][CH:28]=2)[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1>CN(C)C1C=CN=CC=1.ClCCl>[N:21]1([C:27]2[CH:28]=[CH:29][C:30]([NH:31][C:12](=[O:13])[CH:11]([O:10][C:9]3[CH:18]=[CH:19][CH:20]=[C:7]([C:4]4[N:3]=[C:2]([CH3:1])[O:6][N:5]=4)[CH:8]=3)[CH2:15][CH2:16][CH3:17])=[CH:32][CH:33]=2)[CH2:22][CH2:23][O:24][CH2:25][CH2:26]1

Participants

5

Reactant 2

HCID 75655Benzenamine, 4-(4-morpholinyl)-HCID 120425212-[3-(5-Methyl-1,2,4-oxadiazol-3-yl)phenoxy]pentanoyl chloride

Product 1

HCID 12042522N-(4-morpholin-4-ylphenyl)-2-[3-(5-methyl-1,2,4-oxadiazol-3-yl)phenoxy]pentanoamide

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

200 mg of 4-dimethylaminopyridine on polystyrene are added to a solution of 100 mg (0.339 mmol) of 2-[3-(5-methyl-1,2,4-oxadiazol-3-yl)phenoxy]pentanoyl chloride and 60.4 mg (0.339 mmol) of 4-morpholin-4-ylaniline in 6 ml of dichloromethane, and the mixture is stirred at room temperature for 18 hours. The reaction mixture is filtered, and the filtrate is evaporated, giving N-(4-morpholin-4-ylphenyl)-2-[3-(5-methyl-1,2,4-oxadiazol-3-yl)phenoxy]pentanoamide as a colourless solid, ESI 437.

Workup

  1. filtrationThe reaction mixture is filtered
  2. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-94f56124a45b4b129678446cbb8a213a
Source dataset
uspto-grants-2007_09
Patent number
US07273867B2

Reaction notes

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