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Acetyl chloride → HCID 23028618、化合物

HRID 748846
ノート
印刷プレビュー

反応式

HRID 748846 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

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

生成物 1

HCID 23028618HCID 23028618、化合物収率 87.5%

試薬・触媒・溶媒 3

HCID 962
Water
溶媒
HCID 6344Dichloromethane溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-faaf6c425689494294b60d748aa51747
出典データセット
uspto-grants-2008_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07399775B2

反応ノート

読み込み中…

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