Triphenylphosphine → 2-{2-[6-Allyl-7-chloro-3-(3,5-dimethylphenyl)-2-oxo-1,2-dihydroquinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester
반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][CH2:15][OH:16])=[O:7])([CH3:4])([CH3:3])[CH3:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O.[CH2:48]([C:51]1[CH:52]=[C:53]2[C:58](=[CH:59][C:60]=1[Cl:61])[NH:57][C:56](=[O:62])[C:55]([C:63]1[CH:68]=[C:67]([CH3:69])[CH:66]=[C:65]([CH3:70])[CH:64]=1)=[C:54]2O)[CH:49]=[CH2:50]>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][CH2:15][O:16][C:54]1[C:53]2[C:58](=[CH:59][C:60]([Cl:61])=[C:51]([CH2:48][CH:49]=[CH2:50])[CH:52]=2)[NH:57][C:56](=[O:62])[C:55]=1[C:63]1[CH:68]=[C:67]([CH3:69])[CH:66]=[C:65]([CH3:70])[CH:64]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]참가 물질
5
반응물 4
생성물 1
실험 절차
To a solution of 6-allyl-7-chloro-3-(3,5-dimethylphenyl)-4-hydroxy-1H-quinolin-2-one (960 mg in 30 mL of tetrahydrofuran) at 0° C. was added 615 mg of 2-(2-hydroxyethyl)-piperidine-1-carboxylic acid tert-butyl ester and 1.04 g of triphenylphosphine followed by 0.56 mL of diethyl azodicarboxylate and the mixture warmed to room temperature. After 20 hours, the solvents were removed in vacuo and the residue purified by flash chromatography on silica gel (hexane:ethyl acetate, 85:15; then 80:20; then 90:10) to give 1.19 g of the title compound.
후처리
- customthe solvents were removed in vacuo
- customthe residue purified by flash chromatography on silica gel (hexane
출처 및 근거
- ORD 기록
- ord-a8df66b2c35541c3ac637b95cdcbe6ed
- 출처 데이터셋
- uspto-grants-2000_11
- 특허 번호
- US06147088
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