Ammonium Chloride → (4H,6H,7H-pyrazolo(3,2-c)(1,4)oxazin-2-yl)methanol

HRID 1158920노트

반응식

HRID 1158920 반응식
[N:1]1[N:9]2[C:4]([CH2:5][O:6][CH2:7][CH2:8]2)=[CH:3][C:2]=1[C:10](OCC)=[O:11].[H-].C([Al+]CC(C)C)C(C)C.[Cl-].[NH4+]>C(Cl)Cl>[N:1]1[N:9]2[C:4]([CH2:5][O:6][CH2:7][CH2:8]2)=[CH:3][C:2]=1[CH2:10][OH:11]

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 11845785ethyl 4H,6H,7H-pyrazolo(3,2-c)(1,4)oxazine-2-carboxylateHCID 21225700Diisobutylaluminumhydride

생성물 1

HCID 11845787(4H,6H,7H-pyrazolo(3,2-c)(1,4)oxazin-2-yl)methanol수율 103%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

To a solution of ethyl 6,7-dihydro-4H-pyrazolo[5,1-c][1,4]oxazine-2-carboxylate (1.57 g, 8.0 mmol) in methylene chloride (30 ml) was added 24 ml of a 1.0 M solution of diisobutylaluminum hydride in methylene chloride at 0° C., under nitrogen. After stirring for 0.5 hr at 0° C., the mixture was warmed to room temperature for 2 hr. It was then treated with 30 ml of saturated ammonium chloride solution and extracted with ethyl acetate. The organic solution was washed with brine, dried over anhydrous sodium sulfate, filtered and evaporated to give 1.27 g of a colorless oil; MS (ESI) m/z 155.3 (M+H).

후처리

  1. temperaturethe mixture was warmed to room temperature for 2 hr
  2. extractionextracted with ethyl acetate
  3. washThe organic solution was washed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. customevaporated

출처 및 근거

ORD 기록
ord-85f5c208a895419c8a578bd8d2cac6b1
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07812014B2

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