Ammonia → HCID 66961248、化合物

HRID 1446610ノート

反応式

HRID 1446610 の反応式
Br[C:2]1[C:7]([F:8])=[CH:6][C:5]([N:9]2[CH:13]=[C:12]([CH3:14])[N:11]=[CH:10]2)=[C:4]([O:15][CH3:16])[CH:3]=1.[NH3:17].[C:18](OCC)(=O)C>CN(C=O)C.[C-]#N.[Zn+2].[C-]#N.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd].C1(P(C2C=CC=CC=2)[C-]2C=CC=C2)C=CC=CC=1.[C-]1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=C1.[Fe+2]>[F:8][C:7]1[CH:6]=[C:5]([N:9]2[CH:13]=[C:12]([CH3:14])[N:11]=[CH:10]2)[C:4]([O:15][CH3:16])=[CH:3][C:2]=1[C:18]#[N:17]

参加物

8

反応物 3

HCID 222AmmoniaHCID 8857Ethyl AcetateHCID 669608761-(4-bromo-5-fluoro-2-methoxyphenyl)-4-methyl-1H-imidazole

生成物 1

HCID 66961248HCID 66961248、化合物

試薬・触媒・溶媒 4

HCID 11186Zinc cyanide (Zn(CN)2)触媒2 回HCID 635956Ferrocene-1,1'-bis-(diphenylphosphine)触媒2 回HCID 9811564Bis(dibenzylideneacetone)palladium触媒2 回HCID 6228Dimethylformamide溶媒

反応条件

温度
120 °C

実験手順

Zinc cyanide (4.05 g), tris(dibenzylideneacetone)dipalladium (527 mg) and 1,1′-bis(diphenylphosphino)ferrocene (638 mg) were added to a solution of 1-(4-bromo-5-fluoro-2-methoxyphenyl)-4-methyl-1H-imidazole (16.7 g) obtained in Example 18 in DMF (100 mL) at room temperature, and the reaction solution was stirred with heat in a nitrogen atmosphere at 120° C. for 7 hours. Further, zinc cyanide (4.05 g), tris(dibenzylideneacetone)dipalladium (527 mg) and 1,1′-bis(diphenylphosphino)ferrocene (638 mg) were added to the reaction solution, and the reaction solution was stirred with heat for 7 hours. After allowing the reaction solution to be cooled, concentrated aqueous ammonia and ethyl acetate were added to the reaction solution and the organic layer was partitioned. The resulting organic layer was washed with brine, and then dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was recrystallized from ethyl acetate to obtain 9.5 g of the title compound. Properties data of the compound are as follows.

後処理

  1. stirringthe reaction solution was stirred
  2. temperaturewith heat for 7 hours
  3. temperatureto be cooled
  4. customthe organic layer was partitioned
  5. washThe resulting organic layer was washed with brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was recrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-b5b2b76b56f042f79f02a5cde82d368a
出典データセット
uspto-grants-2010_02
特許番号
US07667041B2

反応ノート

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