Pyrazole → 6-(1H-pyrazol-1-yl)pyridin-3-amine

HRID 84867

반응식

HRID 84867 반응식
F[C:2]1[N:7]=[CH:6][C:5]([NH2:8])=[CH:4][CH:3]=1.[NH:9]1[CH:13]=[CH:12][CH:11]=[N:10]1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN1C(=O)CCC1.C(Cl)(Cl)Cl>[N:9]1([C:2]2[N:7]=[CH:6][C:5]([NH2:8])=[CH:4][CH:3]=2)[CH:13]=[CH:12][CH:11]=[N:10]1

참가 물질

6

반응물 3

HCID 1048PyrazoleHCID 10796Cesium carbonateHCID 8194405-Amino-2-fluoropyridine

생성물 1

HCID 167748226-(1H-pyrazol-1-yl)pyridin-3-amine수율 17%

시약·촉매·용매 2

HCID 6212Chloroform용매HCID 13387N-methyl-2-pyrrolidone용매

반응 조건

온도
120 °C

실험 절차

Commercial 6-fluoropyridin-3-amine (500 mg, 4.46 mmol) was dissolved in 20 mL dry NMP. To it were added pyrazole (910 mg, 13.4 mmol) and cesium carbonate (4.4 g, 13.4 mmol). The mixture was stirred in a sealed tube at 120° C. for over the weekend (3 nights). The mixture was diluted with chloroform, washed with brine (3 times), dried, concentrated and subjected to flash column (0 to 30% EtOAc in DCM) to isolate 6-(1H-pyrazol-1-yl)pyridin-3-amine (120 mg, 17% yield).

후처리

  1. washwashed with brine (3 times)
  2. customdried
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-b211c993c0db4887b1819cb46fe63efb
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846928B2

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