Methane → HCID 178520748、化合物

HRID 1714406ノート

反応式

HRID 1714406 の反応式
C(S[C:4](=[O:25])[CH2:5][C@H:6]1[CH2:11][CH2:10][C@H:9]([NH:12][C:13]([C:15]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[N:18]=[CH:17][CH:16]=2)=[O:14])[CH2:8][CH2:7]1)C.C.C([SiH](CC)CC)C.CCCCCCC.C([O-])(=O)C>CC(C)=O.C(Cl)Cl.[Pd]>[O:25]=[CH:4][CH2:5][C@H:6]1[CH2:11][CH2:10][C@H:9]([NH:12][C:13]([C:15]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[N:18]=[CH:17][CH:16]=2)=[O:14])[CH2:8][CH2:7]1

参加物

7

反応物 4

HCID 297Methane2 回HCID 12052Triethylsilane2 回HCID 86619959Heptane acetateHCID 178477504HCID 178477504、化合物

生成物 1

HCID 178520748HCID 178520748、化合物

試薬・触媒・溶媒 2

HCID 23938Palladium触媒2 回HCID 21584124Propan-2-one--dichloromethane (1/1)溶媒

実験手順

Trans-{4-[(Quinoline-4-carbonyl)-amino]-cyclohexyl}-thioacetic acid S— ethyl ester (1.87 g, 5 mmol) was solved in acetone/methylene chloride (40/40 mL), 0.8 g of molecular sieves were added to the mixture and the solution was stirred for 0.5 h. Then 0.558 g (1 mmol) of palladium on active charcoal 10% was added followed by 1.25 mL (8 mmol) of triethyl-silane. The reaction was stirred for 1.5 hours at room temperature and additional 0.558 g (1 mmol) of palladium on active charcoal 10% and 1.25 mL (8 mmol) of triethyl-silane were added and the stirring was continued for another hour. The mixture was filtrated through celite and the mother liquid was concentrated to obtain after chromatography using heptane/acetate 1:1 1.1 (37.1 mmol, 70.8% yield) of the final compound. MS (m/e): 297.3 (M+H+)

後処理

  1. addition0.8 g of molecular sieves were added to the mixture
  2. stirringThe reaction was stirred for 1.5 hours at room temperature
  3. waitthe stirring was continued for another hour
  4. filtrationThe mixture was filtrated through celite
  5. concentrationthe mother liquid was concentrated
  6. customto obtain after chromatography

出典と根拠

ORDレコード
ord-5dfdf2f12f6d4d73a92cd0e2179ed0d4
出典データセット
uspto-grants-2010_09
特許番号
US07795437B2

反応ノート

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