Aluminium lithium hydride → HCID 59828852, 화합물

HRID 1191077노트

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HRID 1191077 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[F:7][C:8]([F:25])([F:24])[CH2:9][NH:10][C:11]1[S:12][CH:13]=[C:14]([C:16]2[CH:23]=[CH:22][C:19]([C:20]#[N:21])=[CH:18][CH:17]=2)[N:15]=1>C1COCC1>[F:25][C:8]([F:7])([F:24])[CH2:9][NH:10][C:11]1[S:12][CH:13]=[C:14]([C:16]2[CH:17]=[CH:18][C:19]([CH2:20][NH2:21])=[CH:22][CH:23]=2)[N:15]=1

참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 59828836HCID 59828836, 화합물

생성물 1

HCID 59828852HCID 59828852, 화합물수율 90%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
55 °C

실험 절차

Add lithium aluminum hydride (402 mg, 10.6 mmol) portionwise over 3 min to a solution of 4-[2-(2,2,2-trifluoroethylamino)-thiazol-4-yl]-benzonitrile (1.0 g, 3.5 mmol) in THF (40 mL) at room temperature under a nitrogen atmosphere. Stir the mixture for 1 h at 55° C. Cool the mixture to room temperature, quench slowly with water (0.4 mL) and 1N NaOH (0.4 mL). Add sodium sulfate to absorb residual water, filter through Celite®, wash with DCM (50 mL) and concentrate in vacuo. Purify the residue by SCX chromatography to obtain the desired intermediate (902 mg, 90%). MS (ES+) m/z: 288 (M+H)+.

후처리

  1. temperatureCool the mixture to room temperature
  2. customquench slowly with water (0.4 mL) and 1N NaOH (0.4 mL)
  3. customAdd sodium sulfate to absorb residual water
  4. filtrationfilter through Celite®
  5. washwash with DCM (50 mL)
  6. concentrationconcentrate in vacuo
  7. customPurify the residue by SCX chromatography

출처 및 근거

ORD 기록
ord-cc909f33cb8f4b15bd885f8f74ef401b
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08680091B2

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