Water → HCID 58392203, 화합물

HRID 561583노트

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HRID 561583 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)O)=[CH:4][CH:3]=1.[Cl-].[In+3].[Cl-].[Cl-].ClC1C=C(Cl)C=CC=1C([C:33]1[C:41]2[C:36](=[C:37]([CH2:43][S:44][CH3:45])[CH:38]=[C:39](F)[CH:40]=2)[NH:35][CH:34]=1)CCO.O>C1(C)C=CC=CC=1.C(OCC)(=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)[C:33]2[C:41]3[C:36](=[C:37]([CH2:43][S:44][CH3:45])[CH:38]=[CH:39][CH:40]=3)[NH:35][CH:34]=2)=[CH:4][CH:3]=1

참가 물질

7

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HCID 962WaterHCID 159675indium(III)chlorideHCID 12634874(4-Chlorophenyl)(4-fluorophenyl)methanolHCID 583923053-(2,4-Dichlorophenyl)-3-{5-fluoro-7-[(methylsulfanyl)methyl]-1H-indol-3-yl}propan-1-ol

생성물 1

HCID 58392203HCID 58392203, 화합물

시약·촉매·용매 2

HCID 1140Toluene용매HCID 8857Ethyl Acetate용매

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온도
80 °C

실험 절차

2.94 g (12.41 mmol) of the compound from Example 81A and 2.50 g (11.28 mmol) of indium(III) chloride were added to 2.00 g (11.28 mmol) of the compound from Example 8 in 100 ml of toluene. The reaction mixture was stirred at 80° C. for 3 h. After cooling to RT, the reaction solution was mixed with water and ethyl acetate and the solid was filtered off. The phases of the filtrate were separated, and the aqueous phase was extracted with ethyl acetate. The combined organic phases were dried over sodium sulfate, filtered and concentrated. Purification of the crude product by preparative HPLC (mobile phase: acetonitrile/water gradient) resulted in 0.83 g (19% of theory) of the title compound.

후처리

  1. temperatureAfter cooling to RT
  2. filtrationthe solid was filtered off
  3. customThe phases of the filtrate were separated
  4. extractionthe aqueous phase was extracted with ethyl acetate
  5. dry with materialThe combined organic phases were dried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customPurification of the crude product by preparative HPLC (mobile phase: acetonitrile/water gradient)

출처 및 근거

ORD 기록
ord-f82843f8ab13408c9b2b316e0f3d0001
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08063234B2

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