Sodium Methoxide → 6-[2-Ethyl-5-fluoro-4-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-1-(tetrahydro-pyran-2-yl)-1H-indazole-3-carboximidic acid methyl ester

HRID 340061ノート

反応式

HRID 340061 の反応式
[CH2:1]([C:3]1[CH:8]=[C:7]([O:9][CH2:10][O:11][CH2:12][CH2:13][Si:14]([CH3:17])([CH3:16])[CH3:15])[C:6]([F:18])=[CH:5][C:4]=1[C:19]1[CH:27]=[C:26]2[C:22]([C:23]([C:34]#[N:35])=[N:24][N:25]2[CH:28]2[CH2:33][CH2:32][CH2:31][CH2:30][O:29]2)=[CH:21][CH:20]=1)[CH3:2].[CH3:36][O-:37].[Na+]>CO>[CH3:36][O:37][C:34]([C:23]1[C:22]2[C:26](=[CH:27][C:19]([C:4]3[CH:5]=[C:6]([F:18])[C:7]([O:9][CH2:10][O:11][CH2:12][CH2:13][Si:14]([CH3:17])([CH3:15])[CH3:16])=[CH:8][C:3]=3[CH2:1][CH3:2])=[CH:20][CH:21]=2)[N:25]([CH:28]2[CH2:33][CH2:32][CH2:31][CH2:30][O:29]2)[N:24]=1)=[NH:35]

参加物

4

反応物 2

HCID 10942334Sodium MethoxideHCID 866762696-[2-Ethyl-5-fluoro-4-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-1-(tetrahydro-pyran-2-yl)-1H-indazole-3-carbonitrile

生成物 1

HCID 866762716-[2-Ethyl-5-fluoro-4-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-1-(tetrahydro-pyran-2-yl)-1H-indazole-3-carboximidic acid methyl ester収率 94%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 6-[2-ethyl-5-fluoro-4-(2-trimethylsilanyl-ethoxymethoxy)-phenyl]-1-(tetrahydro-pyran-2-yl)-1H-indazole-3-carbonitrile (Preparation 6, 37.42 g, 75.6 mmol) in methanol (700 mL) was added sodium methoxide (12.21 g, 226.8 mmol) and the reaction mixture was then stirred at room temperature for 18 hours. The solvent was removed in vacuo and the residue was partitioned between EtOAc (1 L) and water (500 mL). The organic layer was washed with water (500 mL), dried over MgSO4 and concentrated in vacuo to give the title compound as a gum (37.26 g) in a 94% yield.

後処理

  1. customThe solvent was removed in vacuo
  2. customthe residue was partitioned between EtOAc (1 L) and water (500 mL)
  3. washThe organic layer was washed with water (500 mL)
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-adc603e9faa744c596fcace5e66a97bf
出典データセット
uspto-grants-2014_11
特許番号
US08895544B2

反応ノート

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