Triphenylphosphine Oxide → HCID 57901662, 화합물

HRID 1851453노트

반응식

HRID 1851453 반응식
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

참가 물질

5

반응물 3

HCID 13097Triphenylphosphine OxideHCID 67749Trifluoromethanesulfonic anhydrideHCID 57901691HCID 57901691, 화합물

생성물 1

HCID 57901662HCID 57901662, 화합물수율 8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-1f88cc79885f47a48e81a4e3a3799f46
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08957070B2

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