3,4-dihydro-2H-pyran → 5-[[4-(Tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-(tetrahydro-pyran-2-yloxy)-methyl]-2-fluoro-benzonitrile

HRID 1717735노트

반응식

HRID 1717735 반응식
[O:1]1[CH:6]=[CH:5][CH2:4][CH2:3][CH2:2]1.[C:7]([SiH2:11][O:12][C:13]([CH3:32])([CH3:31])[C:14]1[CH:19]=[CH:18][C:17]([CH:20]([OH:30])[C:21]2[CH:22]=[CH:23][C:24]([F:29])=[C:25]([CH:28]=2)[C:26]#[N:27])=[CH:16][CH:15]=1)([CH3:10])([CH3:9])[CH3:8].[NH+]1C=CC=CC=1.C1(C)C(S([O-])(=O)=O)=CC=CC=1>ClCCl>[C:7]([SiH2:11][O:12][C:13]([CH3:32])([CH3:31])[C:14]1[CH:15]=[CH:16][C:17]([CH:20]([O:30][CH:6]2[CH2:5][CH2:4][CH2:3][CH2:2][O:1]2)[C:21]2[CH:22]=[CH:23][C:24]([F:29])=[C:25]([CH:28]=2)[C:26]#[N:27])=[CH:18][CH:19]=1)([CH3:10])([CH3:8])[CH3:9]

참가 물질

5

반응물 3

HCID 80803,4-dihydro-2H-pyranHCID 865878692-Methylbenzenesulfonate;pyridin-1-iumHCID 1373294195-{[4-(Tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-hydroxy-methyl}-2-fluoro-benzonitrile

생성물 1

HCID 1373294185-[[4-(Tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-(tetrahydro-pyran-2-yloxy)-methyl]-2-fluoro-benzonitrile수율 98%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Add 3,4-dihydro-2H-pyran (0.340 g, 4.04 mmol) to a solution of 5-{[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-hydroxy-methyl}-2-fluoro-benzonitrile (1.00 g, 2.69 mmol) and pyridinium-toluenesulfonate (0.068 g, 0.269 mmol) in dichloromethane (0.2M). Stir the reaction for 3 h at room temperature. Evaporate solvent and filter through a short pad of silica gel. The title compound (1.20 g, 2.63 mmol, 98%) is taken directly onto the next step (Preparation 58). MS (m/z): 456 (M+1).

후처리

  1. customthe reaction for 3 h at room temperature
  2. filtrationEvaporate solvent and filter through a short pad of silica gel

출처 및 근거

ORD 기록
ord-53d2e2bb853645ea961a7aace2681b45
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07803938B2

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