Potassium Carbonate → Ethyl 2-methylpyrazolo[1,5-a]pyridine-3-carboxylate

HRID 2282319노트

반응식

HRID 2282319 반응식
[I-].[NH2:2][N+:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C(=O)([O-])[O-].[K+].[K+].[C:15]([O:20][CH2:21][CH3:22])(=[O:19])[C:16]#[C:17][CH3:18]>CN(C=O)C>[CH3:18][C:17]1[C:16]([C:15]([O:20][CH2:21][CH3:22])=[O:19])=[C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][N:3]2[N:2]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 78043Ethyl 2-butynoateHCID 2733704Pyridinium, 1-amino-, iodide (1:1)

생성물 1

HCID 12872285Ethyl 2-methylpyrazolo[1,5-a]pyridine-3-carboxylate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a mixture of 1-aminopyridinium iodide (19 g, 86 mmol) and potassium carbonate (12 g, 86 mmol) in DMF (100 mL) was added ethyl 2-butynoate (8.0 g, 71 mmol) and the reaction stirred overnight. The DMF was removed by rotary evaporation and the resulting solid was taken up in EtOAc (200 ml) and water (200 ml), partitioned and the aqueous phase extracted with 2×150 ml EtOAc. The combined organics were washed with brine, dried over MgSO4 and concentrated.

후처리

  1. customThe DMF was removed by rotary evaporation
  2. customwater (200 ml), partitioned
  3. extractionthe aqueous phase extracted with 2×150 ml EtOAc
  4. washThe combined organics were washed with brine
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-c4af68093f2643df8d5da085bc594852
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09139589B2

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