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Triethylamine → N-{1-[1-(Benzyloxy)-1H-pyrazol-5-yl]-2-ethylbutyl}-5-chlorothiophene-2-sulfonamide

HRID 748076
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인쇄 미리보기

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HRID 748076 반응식
C(N(CC)CC)C.[CH2:8]([O:15][N:16]1[C:20]([CH:21]([NH2:27])[CH:22]([CH2:25][CH3:26])[CH2:23][CH3:24])=[CH:19][CH:18]=[N:17]1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[Cl:28][C:29]1[S:33][C:32]([S:34](Cl)(=[O:36])=[O:35])=[CH:31][CH:30]=1.C([O-])(O)=O.[Na+]>C(Cl)Cl>[CH2:8]([O:15][N:16]1[C:20]([CH:21]([NH:27][S:34]([C:32]2[S:33][C:29]([Cl:28])=[CH:30][CH:31]=2)(=[O:36])=[O:35])[CH:22]([CH2:25][CH3:26])[CH2:23][CH3:24])=[CH:19][CH:18]=[N:17]1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 27339255-Chlorothiophene-2-sulfonyl chlorideHCID 68595201{1-[1-(benzyloxy)-1H-pyrazol-5-yl]-2-ethylbutyl}amine

생성물 1

HCID 11419642N-{1-[1-(Benzyloxy)-1H-pyrazol-5-yl]-2-ethylbutyl}-5-chlorothiophene-2-sulfonamide수율 62.5%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매
2회

실험 절차

In a flask containing a mixture of triethylamine (0.045 mL, 0.325 mmol) and {1-[1-(benzyloxy)-1H-pyrazol-5-yl]-2-ethylbutyl}amine (0.081 g, 0.296 mmol) in CH2Cl2 (1 mL) at ambient temperature was added 5-chlorothiophene-2-sulfonyl chloride (0.064 g, 0.296 mmol). After 16 h the mixture was diluted with CH2Cl2 (10 mL) and poured into saturated aqueous NaHCO3 (10 mL). The organic phase was separated and washed sequentially with 1N HCl solution, distilled water, brine and then dried over MgSO4, filtered, and concentrated to an oil. Purification by flash chromatography (hexane/EtOAc, 4:1) afforded the product as a solid (0.084 g, 62%). Mass Spectrum (+ESI): 454 (M+H)+.

후처리

  1. additionIn a flask containing
  2. customThe organic phase was separated
  3. washwashed sequentially with 1N HCl solution
  4. distillationdistilled water, brine
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated to an oil
  8. customPurification by flash chromatography (hexane/EtOAc, 4:1)

출처 및 근거

ORD 기록
ord-d5f850c6aa5d455998ae40a92d474861
출처 데이터셋
uspto-grants-2008_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07399778B2

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