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Hydrochloric Acid → 1-isopropyl-6-(4-nitrophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ol

HRID 1093184
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HRID 1093184 반응식
[C:1]([C:3]1[CH:4]=[N:5][N:6]([CH:20]([CH3:22])[CH3:21])[C:7]=1[NH:8][C:9](=O)[C:10]1[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][CH:11]=1)#[N:2].C([OH:25])C.OO.Cl>[OH-].[Na+]>[CH:20]([N:6]1[C:7]2=[N:8][C:9]([C:10]3[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][CH:11]=3)=[N:2][C:1]([OH:25])=[C:3]2[CH:4]=[N:5]1)([CH3:22])[CH3:21]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 784Hydrogen PeroxideHCID 66589126N-(4-cyano-1-isopropyl-1H-pyrazol-5-yl)-4-nitrobenzamide

생성물 1

HCID 1784566311-isopropyl-6-(4-nitrophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ol수율 58%

시약·촉매·용매 1

HCID 14798
Sodium Hydroxide
용매

실험 절차

A suspension of N-(4-cyano-1-isopropyl-1H-pyrazol-5-yl)-4-nitrobenzamide (1.3 g, 4.3 mmol) in 1 M aqueous sodium hydroxide solution (9 mL) was made into a homogeneous mixture by the addition of approximately 40 mL of ethanol. Aqueous hydrogen peroxide solution (30%, 5 mL) was added and the mixture was slowly heated to reflux, at which state it remained overnight. After the mixture was allowed to cool to room temperature, it was treated with concentrated hydrochloric acid (5 mL), precipitating a light yellow solid. The solid was collected via Buchner filtration, washed with water, and dried under house vacuum to provide 1-isopropyl-6-(4-nitrophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ol as a pale yellow solid (0.76 g, 58%). MS (ES+): 299.8 (M+H)+

후처리

  1. temperaturethe mixture was slowly heated
  2. temperatureto reflux, at which state it
  3. customprecipitating a light yellow solid
  4. filtrationThe solid was collected via Buchner filtration
  5. washwashed with water
  6. customdried under house vacuum

출처 및 근거

ORD 기록
ord-b5e9f07e91884c2ba7481d66b1588695
출처 데이터셋
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08129371B2

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