4-Iodo-1-tritylimidazole → 3-Fluoro-4-(5-iodo-imidazol-1-ylmethyl)benzonitrile

HRID 76874

반응식

HRID 76874 반응식
[I:1][C:2]1[N:3]=[CH:4][N:5](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[CH:6]=1.Br[CH2:27][C:28]1[CH:35]=[CH:34][C:31]([C:32]#[N:33])=[CH:30][C:29]=1[F:36]>C(#N)C>[F:36][C:29]1[CH:30]=[C:31]([CH:34]=[CH:35][C:28]=1[CH2:27][N:3]1[C:2]([I:1])=[CH:6][N:5]=[CH:4]1)[C:32]#[N:33]

참가 물질

4

반응물 2

HCID 6182524-Iodo-1-tritylimidazoleHCID 27831494-(Bromomethyl)-3-fluorobenzonitrile

생성물 1

HCID 588272153-Fluoro-4-(5-iodo-imidazol-1-ylmethyl)benzonitrile

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 4-iodo-1-trityl-1H-imidazole (17.1 g, 39.2 mmol) and 4-bromomethyl-3-fluorobenzonitrile (9.65 g, 45.08 mmol) in 150 mL of dry acetonitrile is stirred at room temperature for 7 days. After concentration, the residue is mixed with methanol, and heated to reflux for 1.5 h. The solvent is subsequently removed and the residue is treated with 1M HCl (300 mL). The resulting suspension is filtered and the washed with HCl (1 M). The combined solution is adjusted to PH 9-10 by saturated NaHCO3 solution. The resulting precipitation is collected by filtration, dried in vacuum oven. MS (ESI) m/z (M+H) 328.1.

후처리

  1. concentrationAfter concentration
  2. additionthe residue is mixed with methanol
  3. temperatureheated
  4. temperatureto reflux for 1.5 h
  5. customThe solvent is subsequently removed
  6. additionthe residue is treated with 1M HCl (300 mL)
  7. filtrationThe resulting suspension is filtered
  8. washthe washed with HCl (1 M)
  9. customThe resulting precipitation
  10. filtrationis collected by filtration
  11. customdried in vacuum oven

출처 및 근거

ORD 기록
ord-00356ce0b93c4b9eb25ec3d05af4d485
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835646B2

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