Ammonia → HCID 66961248, 화합물

HRID 1446610노트

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HRID 1446610 반응식
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]

참가 물질

8

반응물 3

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

생성물 1

HCID 66961248HCID 66961248, 화합물

시약·촉매·용매 4

HCID 11186Zinc cyanide (Zn(CN)2)촉매2회HCID 635956Ferrocene-1,1'-bis-(diphenylphosphine)촉매2회HCID 9811564Bis(dibenzylideneacetone)palladium촉매2회HCID 6228Dimethylformamide용매

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온도
120 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b5b2b76b56f042f79f02a5cde82d368a
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07667041B2

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