5-methyl-2-(trifluoromethyl)furan-3-sulfonyl Chloride → HCID 57901600, 화합물

HRID 1851575노트

반응식

HRID 1851575 반응식
[S:1]1[CH2:5][CH2:4][N:3]=[C:2]1[C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[CH:10][C:9]=2[NH2:15].[CH3:16][C:17]1[O:21][C:20]([C:22]([F:25])([F:24])[F:23])=[C:19]([S:26](Cl)(=[O:28])=[O:27])[CH:18]=1>N1C=CC=CC=1>[S:1]1[CH2:5][CH2:4][N:3]=[C:2]1[C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[CH:10][C:9]=2[NH:15][S:26]([C:19]1[CH:18]=[C:17]([CH3:16])[O:21][C:20]=1[C:22]([F:25])([F:23])[F:24])(=[O:28])=[O:27]

참가 물질

4

반응물 2

HCID 27798955-methyl-2-(trifluoromethyl)furan-3-sulfonyl ChlorideHCID 579017772-(4,5-Dihydro-1,3-thiazol-2-yl)-1H-indole-7-amine

생성물 1

HCID 57901600HCID 57901600, 화합물수율 46%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a mixture of 2-(4,5-dihydro-1,3-thiazol-2-yl)-1H-indole-7-amine (100 mg) and pyridine (3 mL) was added 5-methyl-2-trifluoromethylfuran-3-sulfonyl chloride (150 mg) at 0° C., and the mixture was stirred at room temperature for 2 hr. The reaction mixture was concentrated, 1N hydrochloric acid 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 (ethyl acetate:hexane=1:1) to give the title compound (90 mg, yield 46%) as pale-yellow crystals. M+1=430.

후처리

  1. concentrationThe reaction mixture was concentrated
  2. addition1N hydrochloric acid was added
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe ethyl acetate layer was washed with saturated brine
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-dacba3127e4e478d9ad5cfd385cd46f3
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08957070B2

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