Potassium Carbonate → 2-Amino-5-bromo-6-(2-furyl)nicotinonitrile

HRID 353216노트

반응식

HRID 353216 반응식
[Br:1]N1C(=O)CCC1=O.[NH2:9][C:10]1[N:17]=[C:16]([C:18]2[O:19][CH:20]=[CH:21][CH:22]=2)[CH:15]=[CH:14][C:11]=1[C:12]#[N:13].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.C(OCC)(=O)C>[NH2:9][C:10]1[N:17]=[C:16]([C:18]2[O:19][CH:20]=[CH:21][CH:22]=2)[C:15]([Br:1])=[CH:14][C:11]=1[C:12]#[N:13]

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 67184N-bromobutanimideHCID 103523832-Amino-6-(2-furyl)nicotinonitrile

생성물 1

HCID 129921342-Amino-5-bromo-6-(2-furyl)nicotinonitrile수율 58.1%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

N-Bromosuccinimide (3.5 g, 19.7 mmol) was added to a solution (60 ml) of 2-amino-6-(2-furyl)nicotinonitrile (4.0 g, 21.6 mmol) in N,N-dimethylformamide in a nitrogen atmosphere at 1 to 2° C., followed by stirring as it was. After 30 minutes, the reaction solution was diluted with ethyl acetate and an aqueous saturated solution of potassium carbonate. The organic layer was washed with an aqueous saturated solution of potassium carbonate and an aqueous saturated solution of ammonium chloride, then dried over anhydrous sodium sulfate and concentrated. Methanol was added to the residue, and the resulting solid was collected by filtration and washed with methanol, to give the title compound (3.02 g, 53%) as a brown solid.

후처리

  1. washThe organic layer was washed with an aqueous saturated solution of potassium carbonate
  2. dry with materialan aqueous saturated solution of ammonium chloride, then dried over anhydrous sodium sulfate
  3. concentrationconcentrated
  4. additionMethanol was added to the residue
  5. filtrationthe resulting solid was collected by filtration
  6. washwashed with methanol

출처 및 근거

ORD 기록
ord-3a3728fee44d4a19b314b644e028e5a1
출처 데이터셋
uspto-grants-2004_06
특허 번호
US06750232B2

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