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

HRID 2282319ノート

反応式

HRID 2282319 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c4af68093f2643df8d5da085bc594852
出典データセット
uspto-grants-2015_09
特許番号
US09139589B2

反応ノート

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