Water → 4-[4-Bromo-2-butyl-5-(hydroxyiminomethyl)imidazol-1-ylmethyl]-2,3-difluorobenzoic acid methyl ester

반응식

[CH3:1][O:2][C:3](=[O:25])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][N:11]2[C:15]([CH:16]=O)=[C:14]([Br:18])[N:13]=[C:12]2[CH2:19][CH2:20][CH2:21][CH3:22])=[C:6]([F:23])[C:5]=1[F:24].N1C=CC=CC=1.[OH2:32].[NH2:33]O.Cl>>[CH3:1][O:2][C:3](=[O:25])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][N:11]2[C:15]([CH:16]=[N:33][OH:32])=[C:14]([Br:18])[N:13]=[C:12]2[CH2:19][CH2:20][CH2:21][CH3:22])=[C:6]([F:23])[C:5]=1[F:24]

참가 물질

반응물 4

HCID 962Water

HCID 1049Pyridine

HCID 443297Hydroxyamine hydrochloride

HCID 866243614-(4-Bromo-2-butyl-5-formyl-imidazol-1-ylmethyl)-2,3-difluorobenzoic acid methyl ester

생성물 1

HCID 866243624-[4-Bromo-2-butyl-5-(hydroxyiminomethyl)imidazol-1-ylmethyl]-2,3-difluorobenzoic acid methyl ester수율 83.7%

실험 절차

Intermediate (8a) (4.1 g, 10 mmol) was dissolved in pyridine (20 mL, 200 mmol), and water (10 mL, 600 mmol). NH2OH.HCl (898 mg, 12.9 mmol) was added and the mixture was stirred at room temperature overnight. The reaction was quenched by the addition of water (20 mL) and the mixture stirred for 20 minutes. The resulting solid was filtered and dried to yield 3.6 g of intermediate (8b) as a light yellow solid. MS m/z: [M+H+] calcd for C17H18BrF2N3O3, 431.24. found 432.2.