홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Isopropenyl acetate → 4-Methyl-7-(2-oxopropyl)-2H-pyrido[3,2-b]-1,4-oxazin-3(4H)-one

HRID 1607559
노트
인쇄 미리보기

반응식

HRID 1607559 반응식
[CH3:1][N:2]1[C:7](=[O:8])[CH2:6][O:5][C:4]2[CH:9]=[C:10](Br)[CH:11]=[N:12][C:3]1=2.C1(C)C=CC=CC=1P(C1C=CC=CC=1C)C1C=CC=CC=1C.C([O:39][C:40]([CH3:42])=[CH2:41])(=O)C.C[O-].C([Sn+](CCCC)CCCC)CCC>C1C=CC=CC=1.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH3:1][N:2]1[C:7](=[O:8])[CH2:6][O:5][C:4]2[CH:9]=[C:10]([CH2:41][C:40](=[O:39])[CH3:42])[CH:11]=[N:12][C:3]1=2
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 7916Isopropenyl acetateHCID 80271Tri-o-tolylphosphineHCID 11964040Methoxytri-n-butylstannaneHCID 159259847-Bromo-4-methyl-4H-pyrido[3,2-b][1,4]oxazin-3-one

생성물 1

HCID 159259854-Methyl-7-(2-oxopropyl)-2H-pyrido[3,2-b]-1,4-oxazin-3(4H)-one

시약·촉매·용매 2

HCID 167845
palladium(II) acetate
촉매
HCID 241Benzene용매

반응 조건

온도
70 °C

실험 절차

4-Methyl-7-bromo-2H-pyrido[3,2-b]-1,4-oxazin-3(4H)-one (3 g) (0.012 mole) in 80 ml of benzene is treated with 365 mg tri-o-tolylphosphine, 138 mg palladium acetate, 1.87 g (0.018 mole) of isopropenyl acetate and 5.9 g (0.18 mole) of tributyltin methoxide. The mixture is heated to 70° C. for 25 hours. The reaction mixture is then quenched with 20 ml sat. ammonium chloride and diluted with 50 ml ethyl acetate. The organic phase separates, dried over sodium sulfate and concentrated to dryness. The residue is dissolved in methylene chloride, washed with sat. KF solution, filtered through a cotton plug, dried over sodium sulfate and concentrated to dryness to obtain crude product. This is chromatographed using 200×60 mm SiO2,EtOAc (100%) as eluent. The desired product is identified by NMR and used directly in the next step.

후처리

  1. customThe reaction mixture is then quenched with 20 ml sat. ammonium chloride
  2. additiondiluted with 50 ml ethyl acetate
  3. dry with materialThe organic phase separates, dried over sodium sulfate
  4. concentrationconcentrated to dryness
  5. dissolutionThe residue is dissolved in methylene chloride
  6. washwashed with sat. KF solution
  7. filtrationfiltered through a cotton plug
  8. dry with materialdried over sodium sulfate
  9. concentrationconcentrated to dryness
  10. customto obtain crude product
  11. customThis is chromatographed

출처 및 근거

ORD 기록
ord-24f915ae5032459f8d4bfa33df49624f
출처 데이터셋
uspto-grants-1989_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04866074

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트