Aluminium lithium hydride → HCID 59828852、化合物

HRID 1191077ノート

反応式

HRID 1191077 の反応式
[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

参加物

4

反応物 2

HCID 21226445Aluminium lithium hydrideHCID 59828836HCID 59828836、化合物

生成物 1

HCID 59828852HCID 59828852、化合物収率 90%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
55 °C

実験手順

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)+.

後処理

  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

出典と根拠

ORDレコード
ord-cc909f33cb8f4b15bd885f8f74ef401b
出典データセット
uspto-grants-2014_03
特許番号
US08680091B2

反応ノート

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