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

HRID 1765347ノート

反応式

HRID 1765347 の反応式
[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>O1CCCC1>[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a stirred solution of 7-Hydroxy-2-Isopropyl-4-bromo-2H-phthalazin-1-one (0.4 g, 1.4 mmol) in tetrahydrofuran (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 ethyl acetate (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.

後処理

  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 ethyl acetate (50 ml)
  5. washwashed with water (2×30 ml)
  6. dry with materialthe organic layer was dried (MgSO4)
  7. filtrationfiltered
  8. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-64a5920ef22a4b528d45d90ae7d125da
出典データセット
uspto-grants-2007_06
特許番号
US07226923B2

反応ノート

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