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

HRID 2070817노트

반응식

HRID 2070817 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-987ec73f1c04419ea062310ef2dda255
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08299246B2

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