3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carbonyl chloride → Methyl-N-(3-[2-Chloro-6-Fluorophenyl]-5-Methylisoxazol-4-oyl)-5-Aminopentanoate

HRID 2228476Notes

Reaction equation

HRID 2228476 reaction equation
Cl.[CH3:2][O:3][C:4](=[O:10])[CH2:5][CH2:6][CH2:7][CH2:8][NH2:9].[Cl:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[C:13]=1[C:19]1[C:23]([C:24](Cl)=[O:25])=[C:22]([CH3:27])[O:21][N:20]=1>>[CH3:2][O:3][C:4](=[O:10])[CH2:5][CH2:6][CH2:7][CH2:8][NH:9][C:24]([C:23]1[C:19]([C:13]2[C:14]([F:18])=[CH:15][CH:16]=[CH:17][C:12]=2[Cl:11])=[N:20][O:21][C:22]=1[CH3:27])=[O:25]

Participants

3

Reactant 2

HCID 27365813-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carbonyl chlorideHCID 13672034Methyl 5-aminopentanoate hydrochloride

Product 1

HCID 18470604Methyl-N-(3-[2-Chloro-6-Fluorophenyl]-5-Methylisoxazol-4-oyl)-5-AminopentanoateYield 89.1%

Procedure

Methyl-5-aminopentanoate hydrochloride (694 mg, 4.14 mmol) and 3-(2-chloro-6-fluorophenyl)-5-methylisoxazol-4-oyl chloride (1.24 g, 4.52 mmol) were converted to 1.36 g of the title compound by the procedure of Preparation 10. (100%). EA calculated for: C17H18N2O4ClF: C, 55.37; H, 4.92; N, 7.60. Found: C, 55.44; H, 5.00; N, 7.52. MS(FD) m/z 368 (M+).

Sources & evidence

ORD record
ord-633d8a1e19ac41198010b1c0875a1914
Source dataset
uspto-grants-2002_07
Patent number
US06417193B1

Reaction notes

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