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Methyl iodide → 1-tert-Butoxycarbonyl-4-[2-(2-fluoro-4-methoxy-phenylsulfanyl)-5-fluoro-phenyl]-piperidine-4-ol

HRID 15232
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HRID 15232 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]([OH:22])([C:14]2[CH:19]=[C:18]([F:20])[CH:17]=[CH:16][C:15]=2[SH:21])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[F:23][C:24]1[CH:29]=[C:28]([O:30][CH3:31])[CH:27]=[CH:26][C:25]=1I.FC1C=C(O)C=CC=1[N+]([O-])=O.NC1C=CC(O)=CC=1F.CI>>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][C:11]([C:14]2[CH:19]=[C:18]([F:20])[CH:17]=[CH:16][C:15]=2[S:21][C:25]2[CH:26]=[CH:27][C:28]([O:30][CH3:31])=[CH:29][C:24]=2[F:23])([OH:22])[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]
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참가 물질

6

반응물 5

HCID 6328Methyl iodideHCID 5209483-Fluoro-4-nitrophenolHCID 27359194-Amino-3-fluorophenolHCID 211872032-Fluoro-1-iodo-4-methoxybenzeneHCID 686821134-(5-Fluoro-2-mercapto-phenyl)-4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester

생성물 1

HCID 68685410
1-tert-Butoxycarbonyl-4-[2-(2-fluoro-4-methoxy-phenylsulfanyl)-5-fluoro-phenyl]-piperidine-4-ol

실험 절차

Prepared from 4-hydroxy-4-(2-mercapto-5-fluoro-phenyl)-piperidine-1-carboxylic acid tert-butyl ester and 2-fluoro-1-iodo-4-methoxy-benzene (prepared from 3-fluoro-4-nitro-phenol by reduction to 4-amino-3-fluoro-phenol as reported by Hogdson and Nicholson J. Chem. Soc. 1941, 645-646 followed by diazotization according to the general procedure by Tunney and Stille J. Org. Chem. 1987, 52, 748-753 followed by alkylation with methyl iodide according to the general procedure by Uozumi et al. J. Org. Chem. 1993, 58, 1945-1945).

출처 및 근거

ORD 기록
ord-eb6764547d314c8091b2eae6455fe324
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07732463B2

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