Methane → HCID 178520748, 화합물

HRID 1714406노트

반응식

HRID 1714406 반응식
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

참가 물질

7

반응물 4

HCID 297Methane2회HCID 12052Triethylsilane2회HCID 86619959Heptane acetateHCID 178477504HCID 178477504, 화합물

생성물 1

HCID 178520748HCID 178520748, 화합물

시약·촉매·용매 2

HCID 23938Palladium촉매2회HCID 21584124Propan-2-one--dichloromethane (1/1)용매

실험 절차

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+)

후처리

  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

출처 및 근거

ORD 기록
ord-5dfdf2f12f6d4d73a92cd0e2179ed0d4
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07795437B2

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