4-Isoxazolecarbonyl chloride, 3-(2-chlorophenyl)-5-methyl- → 3-(2-Chlorophenyl)-N-(5-{4-[3-(isobutyrylamino)phenyl]-1-piperidinyl}pentyl)-5-methyl-4-isoxazolecarboxamide

HRID 1832843Notes

Reaction equation

HRID 1832843 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][N:7]1[CH2:12][CH2:11][CH:10]([C:13]2[CH:14]=[C:15]([NH:19][C:20](=[O:24])[CH:21]([CH3:23])[CH3:22])[CH:16]=[CH:17][CH:18]=2)[CH2:9][CH2:8]1.[Cl:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[C:32]1[C:36]([C:37](Cl)=[O:38])=[C:35]([CH3:40])[O:34][N:33]=1>C1COCC1.C(Cl)Cl>[Cl:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[C:32]1[C:36]([C:37]([NH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][N:7]2[CH2:8][CH2:9][CH:10]([C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([NH:19][C:20](=[O:24])[CH:21]([CH3:22])[CH3:23])[CH:14]=3)[CH2:11][CH2:12]2)=[O:38])=[C:35]([CH3:40])[O:34][N:33]=1

Participants

4

Reactant 2

HCID 965904-Isoxazolecarbonyl chloride, 3-(2-chlorophenyl)-5-methyl-HCID 16755867N-{3-[1-(5-aminopentyl)-4-piperidinyl]phenyl}-2-methylpropanamide

Product 1

HCID 220496203-(2-Chlorophenyl)-N-(5-{4-[3-(isobutyrylamino)phenyl]-1-piperidinyl}pentyl)-5-methyl-4-isoxazolecarboxamide

Reagents, catalysts & solvents 1

HCID 21919333Tetrahydrofurane dichloromethaneSolvent

Procedure

Prepared by Procedure Q2 (THF/DCM, 1:3) and Scheme AT using N-{3-[1-(5-aminopentyl)-4-piperidinyl]phenyl}-2-methylpropanamide and 3-(2-chlorophenyl)-5-methyl-4-isoxazolecarbonyl chloride: ESMS m/e: 551.0 (M+H)+.

Sources & evidence

ORD record
ord-194164a4374c4153baeaf9f72ac7651b
Source dataset
uspto-grants-2006_06
Patent number
US07067534B1

Reaction notes

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