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Methyl iodide → 5-Biphenyl-4-yl-6-fluoro-2-methylsulfanyl-1H-benzoimidazole

HRID 1945315
ノート
印刷プレビュー

反応式

HRID 1945315 の反応式
[C:1]1([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:6]=[CH:5][C:4]([C:7]2[C:16]([F:17])=[CH:15][C:10]3[NH:11][C:12](=[S:14])[NH:13][C:9]=3[CH:8]=2)=[CH:3][CH:2]=1.[CH2:24]1COCC1.CI>C(N(CC)CC)C>[C:1]1([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:6]=[CH:5][C:4]([C:7]2[C:16]([F:17])=[CH:15][C:10]3[NH:11][C:12]([S:14][CH3:24])=[N:13][C:9]=3[CH:8]=2)=[CH:3][CH:2]=1
参加物反応条件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 8028TetrahydrofuranHCID 866405075-Biphenyl-4-yl-6-fluoro-1,3-dihydro-benzoimidazole-2-thione

生成物 1

HCID 673766005-Biphenyl-4-yl-6-fluoro-2-methylsulfanyl-1H-benzoimidazole

試薬・触媒・溶媒 1

HCID 8471Triethylamine溶媒

反応条件

温度
40 °C

実験手順

To a solution of 5 (2.23 g, 6.9 mmol) in 40 ML of THF was added triethylamine (2.2 mL) followed by the dropwise addition of methyliodide (0.43 mL, 6.9 mmol). The reaction mixture was heated to 40° C. for 2 h. The solvent was then removed in vacuo and the residue was taken up in EtOAc and washed two times with 100 mL portions of saturated aqueous ammonium chloride and one 100 mL portion of brine. The combined organic layers were dried over MgSO4 filtered and concentrated to dryness in vacuo. Then 150 mL of CH2Cl2 were added and the resulting precipitate was collected by vacuum filtration to give title compound 6.

後処理

  1. customThe solvent was then removed in vacuo
  2. washwashed two times with 100 mL portions of saturated aqueous ammonium chloride and one 100 mL portion of brine
  3. dry with materialThe combined organic layers were dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated to dryness in vacuo
  6. additionThen 150 mL of CH2Cl2 were added
  7. filtrationthe resulting precipitate was collected by vacuum filtration

出典と根拠

ORDレコード
ord-9aedb8f98e744353b6bec01d7989751b
出典データセット
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08394969B2

反応ノート

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