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Dimethylformamide → HCID 57940624、化合物

HRID 1437310
ノート
印刷プレビュー

反応式

HRID 1437310 の反応式
FC(F)(F)S(O)(=O)=O.[CH3:9][O:10][C:11]1[N:16]=[CH:15][C:14]([N:17]2[C:21]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=3)=[CH:20][C:19]([C:28]([N:30]3[CH2:35][CH2:34][CH2:33][CH2:32][NH:31]3)=[O:29])=[N:18]2)=[CH:13][CH:12]=1.CN(C)[CH:38]=[O:39]>CN(C)C1C=CN=CC=1>[CH3:9][O:10][C:11]1[N:16]=[CH:15][C:14]([N:17]2[C:21]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=3)=[CH:20][C:19]([C:28]([N:30]3[CH2:35][CH2:34][CH2:33][CH2:32][N:31]3[CH:38]=[O:39])=[O:29])=[N:18]2)=[CH:13][CH:12]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 62406Trifluoromethanesulfonic acidHCID 11674985HCID 11674985、化合物

生成物 1

HCID 57940624HCID 57940624、化合物収率 30%

試薬・触媒・溶媒 1

HCID 142844-(Dimethylamino)pyridine触媒

実験手順

4-Dimethylaminopyridine (0.142 g) and trifluoromethane sulfonic acid anhydrate (0.140 mL) were added to 1-[1-(6-methoxy-3-pyridyl)-5-(2-pyridyl)pyrazole-3-carbonyl]hexahydropyridazine (0.203 g) obtained in Example 162 in N,N-dimethylformamide (4.0 mL) at 0° C., followed by stirring for 20 minutes. The reaction mixture was partitioned between saturated aqueous solution of sodium hydrogencarbonate and ethyl acetate. The organic layer was washed with saturated brine, and then dried over sodium sulfate anhydrate. The mixture was subjected to filtration, and the solvent was removed under reduced pressure. The residue was purified through silica gel column chromatography (chloroform-methanol), to thereby give the title compound as a solid (65.5 mg, 30%).

後処理

  1. customThe reaction mixture was partitioned between saturated aqueous solution of sodium hydrogencarbonate and ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over sodium sulfate anhydrate
  4. filtrationThe mixture was subjected to filtration
  5. customthe solvent was removed under reduced pressure
  6. customThe residue was purified through silica gel column chromatography (chloroform-methanol)

出典と根拠

ORDレコード
ord-7c6fd56dbd724b50b735bbc682be22d3
出典データセット
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07622471B2

反応ノート

読み込み中…

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