Isopropyl iodide → HCID 69057257, 화합물

HRID 1817503노트

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HRID 1817503 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]([C:11]2[C:19]3[C:14](=[C:15]([C:20]([F:23])([F:22])[F:21])[CH:16]=[CH:17][CH:18]=3)[NH:13][N:12]=2)=[O:10])[CH:6]=[CH:7][CH:8]=1.[H-].[Na+].I[CH:27]([CH3:29])[CH3:28]>CN(C=O)C>[CH:27]([N:13]1[C:14]2[C:19](=[CH:18][CH:17]=[CH:16][C:15]=2[C:20]([F:23])([F:21])[F:22])[C:11]([C:9]([C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=2)=[O:10])=[N:12]1)([CH3:29])[CH3:28]

참가 물질

5

반응물 3

HCID 6362Isopropyl iodideHCID 24758Sodium hydrideHCID 178490436HCID 178490436, 화합물

생성물 1

HCID 69057257HCID 69057257, 화합물수율 59.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
50 °C

실험 절차

To a solution of [3-(methoxy)phenyl](7-trifluoromethyl-1H-indazol-3-yl)methanone (0.27 g, 0.85 mmol) in 5 mL DMF was added in one portion sodium hydride (0.034 g, 0.85 mmol, 60% in oil). After the gas evolution ceased, 2-iodopropane (0.10 mL, 1.0 mmol) was added and the reaction was stirred at ambient to 50° C. for 24 hours. The cool reaction mixture was partitioned with EtOAc and 1 N HCl. The organic phase was washed with brine and dried (Na2SO4). Removal of the solvent in vacuo afforded the crude product which was purified by flash chromatography (silica gel, hexane/EtOAc, 9:1) to give the title compound (0.183 g) as an oil.

후처리

  1. customThe cool reaction mixture
  2. customwas partitioned with EtOAc and 1 N HCl
  3. washThe organic phase was washed with brine
  4. dry with materialdried (Na2SO4)
  5. customRemoval of the solvent in vacuo
  6. customafforded the crude product which
  7. customwas purified by flash chromatography (silica gel, hexane/EtOAc, 9:1)

출처 및 근거

ORD 기록
ord-bf241f6c24014a76abdf09da194b6010
출처 데이터셋
uspto-grants-2009_10
특허 번호
US07598286B2

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