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

HRID 1158920ノート

反応式

HRID 1158920 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-85f5c208a895419c8a578bd8d2cac6b1
出典データセット
uspto-grants-2010_10
特許番号
US07812014B2

反応ノート

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