Isopropanol → 4-Isopropoxy-1-mesityl-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-d]pyridazin-7-one

HRID 598143ノート

反応式

HRID 598143 の反応式
[CH3:1][CH:2]([OH:4])[CH3:3].[H-].[Na+].Cl[C:8]1[C:9]2[CH:18]=[CH:17][N:16]([C:19]3[C:24]([CH3:25])=[CH:23][C:22]([CH3:26])=[CH:21][C:20]=3[CH3:27])[C:10]=2[C:11](=[O:15])[N:12]([CH3:14])[N:13]=1>CN(C=O)C.O>[CH:2]([O:4][C:8]1[C:9]2[CH:18]=[CH:17][N:16]([C:19]3[C:24]([CH3:25])=[CH:23][C:22]([CH3:26])=[CH:21][C:20]=3[CH3:27])[C:10]=2[C:11](=[O:15])[N:12]([CH3:14])[N:13]=1)([CH3:3])[CH3:1]

参加物

6

反応物 3

HCID 3776IsopropanolHCID 24758Sodium hydrideHCID 672671274-Chloro-1-mesityl-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-d]pyridazin-7-one

生成物 1

HCID 589385544-Isopropoxy-1-mesityl-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-d]pyridazin-7-one収率 58%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

To a solution of 2-propanol (0.026 ml, 0.60 mmol) in DMF (1 ml) was added sodium hydride (60% in oil, 24 mg, 0.60 mmol). The mixture was stirred for 10 min before addition of 4-chloro-1-mesityl-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-d]pyridazin-7-one (45.3 mg, 0.15 mmol). The mixture was stirred at 60° C. for 1 hour, then diluted with water (30 ml) and extracted with ethyl acetate (50 ml). The extract was washed with water, dried over magnesium sulfate and concentrated in vacuo. The residue was purified by silica gel chromatography eluting with hexane/ethyl acetate (5:1) to give 28.3 mg (58%) of the title compound as crystals.

後処理

  1. extractionextracted with ethyl acetate (50 ml)
  2. washThe extract was washed with water
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by silica gel chromatography
  6. washeluting with hexane/ethyl acetate (5:1)

出典と根拠

ORDレコード
ord-9509d5f29ccf48118a64fefdfb1574a7
出典データセット
uspto-grants-2011_03
特許番号
US07897607B2

反応ノート

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