Sodium hydride → 5-chloro-N-(2-(isopropylsulfonyl)phenyl)pyrazolo[1,5-a]pyrimidin-7-amine

HRID 1896086노트

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HRID 1896086 반응식
[Cl:1][C:2]1[CH:7]=[C:6](Cl)[N:5]2[N:9]=[CH:10][CH:11]=[C:4]2[N:3]=1.[CH:12]([S:15]([C:18]1[CH:24]=[CH:23][CH:22]=[CH:21][C:19]=1[NH2:20])(=[O:17])=[O:16])([CH3:14])[CH3:13].[H-].[Na+]>CN(C=O)C>[Cl:1][C:2]1[CH:7]=[C:6]([NH:20][C:19]2[CH:21]=[CH:22][CH:23]=[CH:24][C:18]=2[S:15]([CH:12]([CH3:14])[CH3:13])(=[O:17])=[O:16])[N:5]2[N:9]=[CH:10][CH:11]=[C:4]2[N:3]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 110741545,7-Dichloropyrazolo[1,5-a]pyrimidineHCID 126463662-(Propane-2-sulfonyl)aniline

생성물 1

HCID 583753895-chloro-N-(2-(isopropylsulfonyl)phenyl)pyrazolo[1,5-a]pyrimidin-7-amine

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
50 °C

실험 절차

To a solution of 5,7-dichloro-pyrazolo[1,5-a]pyrimidine (1.0 mmol) and 2-(isopropylsulfonyl)aniline(1.0 mmol) in 5 mL of DMF, was added carefully NaH (24 mg). The resulting suspension was stirred at 50° C. for 2 hours. After cooling at RT and careful quenching (ice), water was added and the mixture was extracted with EtOAc. The organic layers were collected, dried (Na2SO4), filtrated and concentrated. The residue was purified over SiO2 column chromatography (eluent: 9:1 Hexane:EtOAc), to give the desired 5-chloro-N-(2-(isopropylsulfonyl)phenyl)pyrazolo[1,5-a]pyrimidin-7-amine. MS (ES+): 351.06 (M+1)+.

후처리

  1. temperatureAfter cooling at RT
  2. customcareful quenching (ice), water
  3. additionwas added
  4. extractionthe mixture was extracted with EtOAc
  5. customThe organic layers were collected
  6. dry with materialdried (Na2SO4)
  7. filtrationfiltrated
  8. concentrationconcentrated
  9. customThe residue was purified over SiO2 column chromatography (eluent: 9:1 Hexane:EtOAc)

출처 및 근거

ORD 기록
ord-5fe06219ef4442ba80f0705b978998ec
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08518931B2

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