Isopropanol → HCID 68858815, 화합물

반응식

[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][C:7](=[O:11])[NH:8]2)=[CH:4][CH:3]=1.[C:12](N1CCCC(=O)C1)([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13].[NH:26]1[CH2:30][CH2:29][CH2:28][CH2:27]1.[CH3:31]C(O)C>>[C:15]([O:14][C:12]([CH:30]1[CH2:29][CH2:28][C:27]([CH:6]2[C:5]3[C:9](=[CH:10][C:2]([Cl:1])=[CH:3][CH:4]=3)[NH:8][C:7]2=[O:11])=[CH:31][NH:26]1)=[O:13])([CH3:18])([CH3:17])[CH3:16]

참가 물질

반응물 4

HCID 3776Isopropanol

HCID 31268Pyrrolidine

HCID 7363446-Chloro-1,3-dihydroindol-2-one

HCID 2756825Tert-butyl 3-oxopiperidine-1-carboxylate

생성물 1

HCID 68858815HCID 68858815, 화합물

반응 조건

온도: 90 °C

실험 절차

A suspension of 6-chlorooxindole (1.91 g, 11.4 mmol) (Cresent Chem), 1-BOC-3-piperidone (2.5 g, 12.5 mmol) (Martix Scientific), and pyrrolidine (0.1 g, 1.14 mmol) (Aldrich) in 2-propanol (30 mL) was heated at 90° C. for 2 days. The solvent was evaporated in vacuo and the residue was partitioned between ethyl acetate and water. The aqueous layer was extracted repeatedly with ethyl acetate. The organic layer was separated, combined, dried over Na2SO4 and concentrated. The residue was purified by chromatography (ethyl acetate-dichloromethane, 1:9, V/V) to give rac-5-[6-chloro-2-oxo-2,3-dihydro-1H-indol-3-yl]-3,4-dihydro-2H-pyridine-carboxylic acid tert-butyl ester as a brown solid. (Yield 2.6 g, 67%).