Bromoacetonitrile → 2-(5-Bromo-4-fluoro-2-methylphenylamino)acetonitrile

HRID 2070817ノート

反応式

HRID 2070817 の反応式
[CH3:1][CH2:2][N:3](C(C)C)C(C)C.[Br:10][C:11]1[C:12]([F:19])=[CH:13][C:14]([CH3:18])=[C:15]([CH:17]=1)[NH2:16].BrCC#N>C1COCC1>[Br:10][C:11]1[C:12]([F:19])=[CH:13][C:14]([CH3:18])=[C:15]([NH:16][CH2:1][C:2]#[N:3])[CH:17]=1

参加物

5

反応物 3

HCID 11534BromoacetonitrileHCID 81531DiisopropylethylamineHCID 27827865-Bromo-4-fluoro-2-methylaniline

生成物 1

HCID 866632582-(5-Bromo-4-fluoro-2-methylphenylamino)acetonitrile

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Hunig's Base (6.15 mL) was added to 5-bromo-4-fluoro-2-methylaniline (Example 318a, 3.59 g) in THF (50 mL) at room temperature followed by bromoacetonitrile (2.451 mL). The reaction was heated to reflux overnight. The reaction was cooled to room temperature and concentrated. 2N HCl and DCM were added. The organic layer was separated and dried (MgSO4) and concentrated to give the subtitle compound as a solid (6.61 g). 1H NMR δ (CDCl3) 6.92 (d, 1H), 6.80 (d, 1H), 4.13 (d, 2H), 3.78 (s, 1H), 2.13 (s, 3H).

後処理

  1. temperatureThe reaction was heated
  2. temperatureto reflux overnight
  3. concentrationconcentrated
  4. addition2N HCl and DCM were added
  5. customThe organic layer was separated
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-987ec73f1c04419ea062310ef2dda255
出典データセット
uspto-grants-2012_10
特許番号
US08299246B2

反応ノート

読み込み中…