(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 1158921노트

반응식

HRID 1158921 반응식
[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]

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 178418406HCID 178418406, 화합물촉매HCID 111,2-Dichloroethane용매

반응 조건

온도
60 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-1c7c7d3b6dcf4194abfcefb8bc9bb978
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07812014B2

반응 노트

불러오는 중…