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Methyl iodide → {4-[4-Cyclopropyl-2-(2-trifluoromethoxy-phenyl)-2H-pyrazol-3-ylmethoxy]-2-methyl-phenyl}-methyl-carbamic acid tert-butyl ester

HRID 2261849
ノート
印刷プレビュー

反応式

HRID 2261849 の反応式
[H-].[Na+].[C:3]([O:7][C:8](=[O:38])[NH:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH2:17][C:18]2[N:19]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[O:32][C:33]([F:36])([F:35])[F:34])[N:20]=[CH:21][C:22]=2[CH:23]2[CH2:25][CH2:24]2)=[CH:12][C:11]=1[CH3:37])([CH3:6])([CH3:5])[CH3:4].I[CH3:40]>CN(C=O)C>[C:3]([O:7][C:8](=[O:38])[N:9]([C:10]1[CH:15]=[CH:14][C:13]([O:16][CH2:17][C:18]2[N:19]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[O:32][C:33]([F:36])([F:34])[F:35])[N:20]=[CH:21][C:22]=2[CH:23]2[CH2:25][CH2:24]2)=[CH:12][C:11]=1[CH3:37])[CH3:40])([CH3:6])([CH3:5])[CH3:4]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 57443358{4-[4-Cyclopropyl-2-(2-trifluoromethoxy-phenyl)-2H-pyrazol-3-ylmethoxy]-2-methyl-phenyl}-carbamic acid tert-butyl ester

生成物 1

HCID 57443359{4-[4-Cyclopropyl-2-(2-trifluoromethoxy-phenyl)-2H-pyrazol-3-ylmethoxy]-2-methyl-phenyl}-methyl-carbamic acid tert-butyl ester収率 98.4%

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

Sodium hydride (60% in mineral oil, 183 mg, 4.58 mmol) is added to a solution of {4-[4-cyclopropyl-2-(2-trifluoromethoxy-phenyl)-2H-pyrazol-3-ylmethoxy]-2-methyl-phenyl}-carbamic acid tert-butyl ester (1.92 g, 3.81 mmol) and DMF (15 mL) in an ice bath. The mixture is stirred for 30 minutes and iodomethane (0.36 mL, 5.7 mmol) is added. The bath is removed and the mixture is stirred for 1 h and quenched with a mixture if ice and ammonium chloride. The mixture is diluted with ethyl acetate and water. The organic layer is washed with brine and dried over MgSO4 to provide 1.94 g (98%) of the title compound as an oil. LC-ES/MS m/e 518.2 (M+1).

後処理

  1. customThe bath is removed
  2. stirringthe mixture is stirred for 1 h
  3. customquenched with a mixture if ice and ammonium chloride
  4. additionThe mixture is diluted with ethyl acetate and water
  5. washThe organic layer is washed with brine
  6. dry with materialdried over MgSO4

出典と根拠

ORDレコード
ord-e41a7d88407f413ead31f6eac8be4a0f
出典データセット
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07846960B2

反応ノート

読み込み中…

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