3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carbonyl chloride → Methyl-N-(3-[2-Chloro-6-Fluorophenyl]-5-Methylisoxazol-4-oyl)-7-Aminoheptanoate

HRID 2228478Notes

Reaction equation

HRID 2228478 reaction equation
Cl.[CH3:2][O:3][C:4](=[O:12])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][NH2:11].[Cl:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[C:15]=1[C:21]1[C:25]([C:26](Cl)=[O:27])=[C:24]([CH3:29])[O:23][N:22]=1>>[CH3:2][O:3][C:4](=[O:12])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][NH:11][C:26]([C:25]1[C:21]([C:15]2[C:16]([F:20])=[CH:17][CH:18]=[CH:19][C:14]=2[Cl:13])=[N:22][O:23][C:24]=1[CH3:29])=[O:27]

Participants

3

Reactant 2

HCID 27365813-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carbonyl chlorideHCID 13807349Methyl 7-aminoheptanoate hydrochloride

Product 1

HCID 18470606Methyl-N-(3-[2-Chloro-6-Fluorophenyl]-5-Methylisoxazol-4-oyl)-7-AminoheptanoateYield 99.5%

Procedure

Methyl-7-aminoheptanoate hydrochloride (733 mg, 3.75 mmol) and 3-(2-chloro-6-fluorophenyl)-5-methylisoxazol-4-oyl chloride (1.03 g, 3.75 mmol) were converted to 1.48 g of the title compound by the procedure of Preparation 10. (100%). EA calculated for: C19H22N2O4ClF: C, 57.51; H, 5.59; N, 7.06. Found: C, 57.78; H, 5.70; N, 6.80. MS(FD) m/z 396.1 (M+).

Sources & evidence

ORD record
ord-1e3948ded9db4378b90d6075eb36ef0a
Source dataset
uspto-grants-2002_07
Patent number
US06417193B1

Reaction notes

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