Imidazole → Benzonitrile, 2-fluoro-4-(1H-imidazol-1-ylmethyl)-

HRID 1594844

反応式

HRID 1594844 の反応式
Br[CH2:2][C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[C:5]([F:11])[CH:4]=1.[NH:12]1[CH:16]=[CH:15][N:14]=[CH:13]1>CN(C=O)C>[F:11][C:5]1[CH:4]=[C:3]([CH2:2][N:12]2[CH:16]=[CH:15][N:14]=[CH:13]2)[CH:10]=[CH:9][C:6]=1[C:7]#[N:8]

参加物

4

反応物 2

HCID 795ImidazoleHCID 27784664-Cyano-3-fluorobenzyl bromide

生成物 1

HCID 21697068Benzonitrile, 2-fluoro-4-(1H-imidazol-1-ylmethyl)-

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

4-Bromomethyl-2-fluoro-benzonitrile, as described in Step D above, (3.44 g, 16.0 mmol) and imidazole (5.47 g, 80.3 mmol) were dissolved in DMF (40 mL) and stirred at ambient temperature for 2 h. The DMF was removed in vacuo and the residue was partitioned between EtOAc (300 mL) and aqueous saturated NaHCO3 solution. The organic layer was separated, washed with NaHCO3 solution, H2O, brine, and dried (MgSO4). Filtration and concentration to dryness gave the title compound after chromatography (silica gel, 1-2% CH3OH/CH2Cl2).

後処理

  1. customThe DMF was removed in vacuo
  2. customthe residue was partitioned between EtOAc (300 mL) and aqueous saturated NaHCO3 solution
  3. customThe organic layer was separated
  4. washwashed with NaHCO3 solution, H2O, brine
  5. dry with materialdried (MgSO4)
  6. filtrationFiltration and concentration to dryness

出典と根拠

ORDレコード
ord-d4ccc69029704860bc8b63a1c5f4259a
出典データセット
uspto-grants-2001_09
特許番号
US06284755B1

関連ノート

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