(4H,6H,7H-pyrazolo(3,2-c)(1,4)oxazin-2-yl)methanol → 6,7-dihydro-4H-pyrazolo(5,1-c)(1,4)oxazine-2-carbaldehyde

HRID 1158921ノート

反応式

HRID 1158921 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[CH2:10][OH:11]>ClCCCl.[O-2].[O-2].[Mn+4]>[N:1]1[N:9]2[C:4]([CH2:5][O:6][CH2:7][CH2:8]2)=[CH:3][C:2]=1[CH:10]=[O:11]

参加物

4

反応物 1

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

生成物 1

HCID 118454226,7-dihydro-4H-pyrazolo(5,1-c)(1,4)oxazine-2-carbaldehyde収率 76.1%

試薬・触媒・溶媒 2

HCID 178418406HCID 178418406、化合物触媒HCID 111,2-Dichloroethane溶媒

反応条件

温度
60 °C

実験手順

To a solution of 6,7-dihydro-4H-pyrazolo[5,1-c][1,4]oxazin-2-ylmethanol (1.08 g, 7.0 mmol) in 1,2-dichloroethane (30 ml) was added 5.4 g of activated manganese dioxide at room temperature with stirring. The mixture was heated to 60° C. for 1 hr and then stirred at room temperature for 16 hr. The final mixture was filtered through a column of silica gel topped with celite. The filter pad was eluted with methylene chloride, followed by ethyl acetate. The ethyl acetate eluent was evaporated and the residue triturated with to give 0.81 g of a white solid; mp 91° C.; MS (ESI) m/z 153.2 (M+H).

後処理

  1. stirringstirred at room temperature for 16 hr
  2. filtrationThe final mixture was filtered through a column of silica gel
  3. washThe filter pad was eluted with methylene chloride
  4. customThe ethyl acetate eluent was evaporated
  5. customthe residue triturated with

出典と根拠

ORDレコード
ord-1c7c7d3b6dcf4194abfcefb8bc9bb978
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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