Methyl iodide → 7-Methoxy-2-Isopropyl-4-bromo-2H-phthalazin-1-one

HRID 1783660노트

반응식

HRID 1783660 반응식
[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([Br:16])=[N:7][N:8]([CH:13]([CH3:15])[CH3:14])[C:9]2=[O:12])=[CH:4][CH:3]=1.[C:17]([O-])([O-])=O.[K+].[K+].CI>C1COCC1>[CH3:17][O:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([Br:16])=[N:7][N:8]([CH:13]([CH3:14])[CH3:15])[C:9]2=[O:12])=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 1363729927-Hydroxy-2-Isopropyl-4-bromo-2H-phthalazin-1-one

생성물 1

HCID 211065847-Methoxy-2-Isopropyl-4-bromo-2H-phthalazin-1-one수율 76.9%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of 7-hydroxy-2-Isopropyl-4-bromo-2H-phthalazin-1-one (0.4 g, 1.4 mmol) in THF (5 ml) were added successively, K2CO3 (0.59 g, 4.3 mmol) and methyl iodide (0.22 g, 1.55 mmol) and the mixture was heated to reflux for 24 hours. After this time, LC-MS indicated complete consumption of starting material, and the reaction mixture was concentrated under vacuum. The residue was re-dissolved in EtOAc (50 ml) and washed with water (2×30 ml), the organic layer was dried (MgSO4), filtered and concentrated under vacuum to give the title compound (0.32 g, 76% yield) as an orange powder.

후처리

  1. temperatureto reflux for 24 hours
  2. customconsumption of starting material
  3. concentrationthe reaction mixture was concentrated under vacuum
  4. dissolutionThe residue was re-dissolved in EtOAc (50 ml)
  5. washwashed with water (2×30 ml)
  6. dry with materialthe organic layer was dried (MgSO4)
  7. filtrationfiltered
  8. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-9c3d5b01b17f4236980893f85881ff76
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07501410B2

반응 노트

불러오는 중…