Water → HCID 178504257, 화합물

HRID 929157노트

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HRID 929157 반응식
[S-2].[Na+].[Na+].[C:4]1([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH:9]=[CH:8][C:7]([C:10]2[N:15]=[C:14]3[N:16]=[C:17]([S:27](C)(=O)=O)[N:18]([CH2:19][O:20][CH2:21][CH2:22][Si:23]([CH3:26])([CH3:25])[CH3:24])[C:13]3=[CH:12][C:11]=2[Cl:31])=[CH:6][CH:5]=1.O>CN(C=O)C>[C:4]1([C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)[CH:5]=[CH:6][C:7]([C:10]2[N:15]=[C:14]3[N:16]=[C:17]([SH:27])[N:18]([CH2:19][O:20][CH2:21][CH2:22][Si:23]([CH3:26])([CH3:25])[CH3:24])[C:13]3=[CH:12][C:11]=2[Cl:31])=[CH:8][CH:9]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 14804Sodium SulfideHCID 682826082-[[6-Chloro-2-methylsulfonyl-5-(4-phenylphenyl)imidazo[4,5-b]pyridin-1-yl]methoxy]ethyl-trimethyl-silane

생성물 1

HCID 178504257HCID 178504257, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Sodium sulfide (65.6 mg, 0.840 mmol) was added to a stirred mixture of 5-([1,1′-biphenyl]-4-yl)-6-chloro-2-(methylsulfonyl)-1-((2-(trimethylsilyl)ethoxy)-methyl)-1H-imidazo[4,5-b]pyridine (144 mg, 0.280 mmol) in DMF (2 ml) and the mixture was stirred at room temperature for 3 h. Water (30 mL) was added and the mixture was extracted with ethyl acetate (3×30 mL). The combined organic fractions were washed with brine (saturated, 30 mL), dried (Na2SO4), filtered and the solvent was evaporated under reduced pressure. The resulting residue was purified by column chromatography on silica gel Biotage™ 25S, eluting with 0-30% EtOAc/hexane to give title compound. LC-MS: calculated for C24H26ClN3OSSi 467.13 observed m/e: 468.12 (M+H)+ (Rt 1.38/2 min).

후처리

  1. extractionthe mixture was extracted with ethyl acetate (3×30 mL)
  2. washThe combined organic fractions were washed with brine (saturated, 30 mL)
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. customthe solvent was evaporated under reduced pressure
  6. customThe resulting residue was purified by column chromatography on silica gel Biotage™ 25S
  7. washeluting with 0-30% EtOAc/hexane

출처 및 근거

ORD 기록
ord-ef2da9babdda4525892ab5c2c437965a
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09290517B2

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