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Sodium hydride → HCID 57964880, 화합물

HRID 1931781
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HRID 1931781 반응식
[H-].[Na+].[CH3:3][S:4]([C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1)(=[O:6])=[O:5].[C:14]([O:18][C:19]([N:21]1[CH2:26][CH2:25][CH:24]([N:27]2[C:31]3=[N:32][C:33]([O:37][CH3:38])=[N:34][C:35](Cl)=[C:30]3[CH:29]=[N:28]2)[CH2:23][CH2:22]1)=[O:20])([CH3:17])([CH3:16])[CH3:15].[Cl-].[NH4+]>CN(C)C=O>[C:14]([O:18][C:19]([N:21]1[CH2:26][CH2:25][CH:24]([N:27]2[C:31]3=[N:32][C:33]([O:37][CH3:38])=[N:34][C:35]([O:13][C:10]4[CH:11]=[CH:12][C:7]([S:4]([CH3:3])(=[O:5])=[O:6])=[CH:8][CH:9]=4)=[C:30]3[CH:29]=[N:28]2)[CH2:23][CH2:22]1)=[O:20])([CH3:17])([CH3:16])[CH3:15]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 1233504-(Methylsulfonyl)phenolHCID 86636111HCID 86636111, 화합물

생성물 1

HCID 57964880HCID 57964880, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

Sodium hydride (60% dispersion in mineral oil; 2 mmol) is added to a solution of 4-(methylsulfonyl)phenol (1.6 mmol) in dimethylformamide (9 mL) and the mixture is stirred at room temperature for 20 min. A solution of crude 4-(4-chloro-6-methoxy-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylic acid tert-butyl ester (1 mmol) in dimethylformamide (5 mL) is added. The reaction mixture is heated at 50° C. for 8 h. Saturated aqueous ammonium chloride solution is added and the mixture is extracted three times with ethyl acetate. The organic layer is washed with water and brine, dried (magnesium sulfate), filtered, evaporated and purified by flash chromatography on silica gel to give 4-[4-(4-methanesulfonyl-phenoxy)-6-methoxy-pyrazolo[3,4-d]pyrimidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester.

후처리

  1. temperatureThe reaction mixture is heated at 50° C. for 8 h
  2. extractionthe mixture is extracted three times with ethyl acetate
  3. washThe organic layer is washed with water and brine
  4. dry with materialdried (magnesium sulfate)
  5. filtrationfiltered
  6. customevaporated
  7. custompurified by flash chromatography on silica gel

출처 및 근거

ORD 기록
ord-016df30ea3724e1a986fc8a34a2ea5df
출처 데이터셋
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08188098B2

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