Triphenylphosphine Oxide → HCID 57901662、化合物

HRID 1851453ノート

反応式

HRID 1851453 の反応式
C1(P(=O)(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.FC(F)(F)S(OS(C(F)(F)F)(=O)=O)(=O)=O.C([S:43][C:44]([CH3:68])([CH3:67])[CH2:45][NH:46][C:47]([C:49]1[NH:50][C:51]2[C:56]([CH:57]=1)=[CH:55][CH:54]=[CH:53][C:52]=2[NH:58][S:59]([C:62]1[S:63][CH:64]=[CH:65][CH:66]=1)(=[O:61])=[O:60])=O)C1C=CC=CC=1>ClCCl>[CH3:67][C:44]1([CH3:68])[S:43][C:47]([C:49]2[NH:50][C:51]3[C:56]([CH:57]=2)=[CH:55][CH:54]=[CH:53][C:52]=3[NH:58][S:59]([C:62]2[S:63][CH:64]=[CH:65][CH:66]=2)(=[O:61])=[O:60])=[N:46][CH2:45]1

参加物

5

反応物 3

HCID 13097Triphenylphosphine OxideHCID 67749Trifluoromethanesulfonic anhydrideHCID 57901691HCID 57901691、化合物

生成物 1

HCID 57901662HCID 57901662、化合物収率 8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of triphenylphosphine oxide (2.74 g) in dichloromethane (25 mL) was slowly added trifluoromethanesulfonic anhydride (0.83 mL) at 0° C. The mixture was stirred for 10 min, and N-[2-(benzylthio)-2-methylpropyl]-7-[(2-thienylsulfonyl)amino]-1H-indole-2-carboxamide (0.82 g) was added. The reaction mixture was stirred at room temperature overnight and concentrated. Saturated aqueous sodium hydrogen carbonate was added, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4) and concentrated. The residue was subjected to silica gel column chromatography and the title compound (0.05 g, yield 8%) was obtained as colorless crystals from a fraction eluted with ethyl acetate-hexane (1:3, volume ratio). melting point 176-177° C.

後処理

  1. customat 0° C
  2. stirringThe reaction mixture was stirred at room temperature overnight
  3. concentrationconcentrated
  4. additionSaturated aqueous sodium hydrogen carbonate was added
  5. extractionthe mixture was extracted with ethyl acetate
  6. washThe ethyl acetate layer was washed with saturated brine
  7. dry with materialdried (MgSO4)
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-1f88cc79885f47a48e81a4e3a3799f46
出典データセット
uspto-grants-2015_02
特許番号
US08957070B2

反応ノート

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