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Acetyl chloride → HCID 23028618, 화합물

HRID 748846
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HRID 748846 반응식
CN1CCOCC1.C(Cl)(=O)C.[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([S:19]([CH:22]([C:31]2[CH:36]=[C:35]([F:37])[CH:34]=[CH:33][C:32]=2[F:38])[C:23]2N=CC(CN)=C[CH:24]=2)(=[O:21])=[O:20])=[CH:15][CH:14]=1.[Si:39]([O:46][CH2:47][CH2:48]C(C)C(C1C=C(F)C=CC=1F)S(C1C=CC(Cl)=CC=1)(=O)=O)([C:42]([CH3:45])([CH3:44])[CH3:43])([CH3:41])[CH3:40]>ClCCl.C(OCC)(=O)C.O>[Si:39]([O:46][CH:47]([CH3:48])[CH2:24][CH2:23][CH:22]([C:31]1[CH:36]=[C:35]([F:37])[CH:34]=[CH:33][C:32]=1[F:38])[S:19]([C:16]1[CH:15]=[CH:14][C:13]([Cl:12])=[CH:18][CH:17]=1)(=[O:21])=[O:20])([C:42]([CH3:45])([CH3:44])[CH3:43])([CH3:41])[CH3:40]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 6367Acetyl chlorideHCID 79724-MethylmorpholineHCID 23114559[6-[(4-Chlorophenylsulfonyl)(2,5-difluorophenyl)methyl]pyridin-3-yl]methylamineHCID 59750761HCID 59750761, 화합물

생성물 1

HCID 23028618HCID 23028618, 화합물수율 87.5%

시약·촉매·용매 3

HCID 962
Water
용매
HCID 6344Dichloromethane용매
HCID 8857Ethyl Acetate용매

실험 절차

Under ice cooling, N-methylmorpholine (26 μl, 0.234 mmol) and acetyl chloride (16 μl, 0.234 mmol) were added to a solution of the [6-[(4-chlorophenylsulfonyl)(2,5-difluorophenyl)methyl]pyridin-3-yl]methylamine (40 ing, 0.0978 mmol), which had been obtained in Example 351, in dichloromethane (3 ml). The resulting mixture was stirred at room temperature for 16 hours. Water was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed successively with water and brine, dried over sodium sulfate and concentrated under reduced pressure. The residue was subjected to flash chromatography on a silica gel column. A fraction obtained from the elution portion with hexane:ethyl acetate=2:3 was concentrated under reduced pressure, whereby the title compound A (low polarity compound) (15 mg, 0.0304 mmol, 40%) was obtained as a white powder and the title compound B (high polarity compound) (12 mg, 0.0266 mmol, 27%) was obtained as a white powder.

후처리

  1. extractionfollowed by extraction with ethyl acetate
  2. washThe organic layer was washed successively with water and brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customA fraction obtained from the elution portion with hexane
  6. customwas obtained as a white powder

출처 및 근거

ORD 기록
ord-faaf6c425689494294b60d748aa51747
출처 데이터셋
uspto-grants-2008_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07399775B2

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