3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carbonyl chloride → 4-{4-[3-(Isobutyrylamino)phenyl]-1-piperidinyl}butyl 3-(2-chloro-6-fluorophenyl)-5-methyl-4-isoxazolecarboxylate

HRID 1832453Notes

Reaction equation

HRID 1832453 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[CH2:11][CH2:10][CH:9]([C:12]2[CH:13]=[C:14]([NH:18][C:19](=[O:23])[CH:20]([CH3:22])[CH3:21])[CH:15]=[CH:16][CH:17]=2)[CH2:8][CH2:7]1.[Cl:24][C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([F:31])[C:26]=1[C:32]1[C:36]([C:37](Cl)=[O:38])=[C:35]([CH3:40])[O:34][N:33]=1>>[Cl:24][C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([F:31])[C:26]=1[C:32]1[C:36]([C:37]([O:1][CH2:2][CH2:3][CH2:4][CH2:5][N:6]2[CH2:7][CH2:8][CH:9]([C:12]3[CH:17]=[CH:16][CH:15]=[C:14]([NH:18][C:19](=[O:23])[CH:20]([CH3:21])[CH3:22])[CH:13]=3)[CH2:10][CH2:11]2)=[O:38])=[C:35]([CH3:40])[O:34][N:33]=1

Participants

3

Reactant 2

HCID 27365813-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carbonyl chlorideHCID 22048659N-(3-[1-(4-hydroxybutyl)-4-piperidinyl]phenyl}-2-methylpropanamide

Product 1

HCID 220487574-{4-[3-(Isobutyrylamino)phenyl]-1-piperidinyl}butyl 3-(2-chloro-6-fluorophenyl)-5-methyl-4-isoxazolecarboxylate

Procedure

Prepared by Procedure Q1 and Scheme C2 (TEA) using N-{3-[1-(4-hydroxybutyl)-4-piperidinyl]phenyl}-2-methylpropanamide and 3-(2-chloro-6-fluorophenyl)-5-methyl-4-isoxazolecarbonyl chloride: Anal. Calcd for C30H35ClFN3O4+CH2Cl2: C, 63.3; H, 6.23; N, 7.33. Found: C, 63.0; H, 6.39; N, 7.03; ESMS m/e: 556.2 (M+H)+.

Workup

  1. customPrepared by Procedure Q1 and Scheme C2 (TEA)

Sources & evidence

ORD record
ord-6335beb146e144c7815b8b3dc3ac4448
Source dataset
uspto-grants-2006_06
Patent number
US07067534B1

Reaction notes

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