4-Aminopyridine → HCID 66893771, 화합물

HRID 2182459노트

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HRID 2182459 반응식
[N:1]1[CH:6]=[CH:5][C:4]([NH2:7])=[CH:3][CH:2]=1.[CH3:8][S:9][C:10](SC)=[CH:11][C:12]#[N:13].[H-].[Na+]>CN(C=O)C>[CH3:8][S:9][C:10]([NH:7][C:4]1[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=1)=[CH:11][C:12]#[N:13]

참가 물질

5

반응물 3

HCID 17274-AminopyridineHCID 24758Sodium hydrideHCID 53254452-Propenenitrile, 3,3-bis(methylthio)-

생성물 1

HCID 66893771HCID 66893771, 화합물수율 90.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
0 °C

실험 절차

To a solution of pyridin-4-ylamine (1.0 g, 11.0 mmol) and 3,3-Bis-Methylsulfanyl-acrylonitrile (2.05 g, 12.6 mmol) in DMF at room temperature, was added powdered 4A molecular sieves. The mixture was stirred for 1 hr. Subsequently the mixture was cooled to 0° C., 60% NaH dispersion in oil (0.92 g, 23.0 mmol) was added portionwise over 1 hr. and it was stirred at 0° C. for an additional 2 hrs. The cold bath was removed and the mixture was stirred at room temperature for 20 hrs. DMF was removed in vacuo and the crude was purified by column chromatography (gradient of EtOAc to 25% MeOH/EtOAc) to afford the desired product as an off-white solid (1.9 g, 89%).

후처리

  1. stirringand it was stirred at 0° C. for an additional 2 hrs
  2. customThe cold bath was removed
  3. stirringthe mixture was stirred at room temperature for 20 hrs
  4. customDMF was removed in vacuo
  5. customthe crude was purified by column chromatography (gradient of EtOAc to 25% MeOH/EtOAc)

출처 및 근거

ORD 기록
ord-142c04ff9d254cee869fabebf289f8d9
출처 데이터셋
uspto-grants-2005_05
특허 번호
US06897220B2

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