3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carbonyl chloride → HCID 18470605, compound

HRID 2228474Notes

Reaction equation

HRID 2228474 reaction equation
Cl.[C:2]([O:6][C:7]([NH:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][NH2:16])=[O:8])([CH3:5])([CH3:4])[CH3:3].[Cl:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([F:24])[C:19]=1[C:25]1[C:29]([C:30](Cl)=[O:31])=[C:28]([CH3:33])[O:27][N:26]=1>>[C:2]([O:6][C:7]([NH:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][NH:16][C:30]([C:29]1[C:25]([C:19]2[C:20]([F:24])=[CH:21][CH:22]=[CH:23][C:18]=2[Cl:17])=[N:26][O:27][C:28]=1[CH3:33])=[O:31])=[O:8])([CH3:5])([CH3:4])[CH3:3]

Participants

3

Reactant 2

HCID 27365813-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carbonyl chlorideHCID 3017638tert-Butyl (6-aminohexyl)carbamate monohydrochloride

Product 1

HCID 18470605HCID 18470605, compoundYield 100.6%

Procedure

N-t-butyloxycarbonyl-1,6-diaminohexane hydrochloride salt (1.02 g, 4.03 mmol) and 3-(2-chloro-6-fluorophenyl)-5-methylisoxazol-4-oyl chloride (1.11 g, 4.03 mmol) were converted to 1.84 g of the title compound by the procedure of Preparation 1. (100%). EA calculated for: C22H29N3O4ClF: C, 58.21; H, 6.44; N, 9.26. Found: C, 57.97; H, 6.20; N, 9.43. MS(IS) m/z 454 (M+)

Sources & evidence

ORD record
ord-6595cbc175b048798455f95a2ea6b44d
Source dataset
uspto-grants-2002_07
Patent number
US06417193B1

Reaction notes

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