Sulfuric Acid → 2-Ethylpyrazolo[1,5-a]pyridine

HRID 408800ノート

反応式

HRID 408800 の反応式
[CH2:1]([C:3]1[C:11](C(O)=O)=[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][N:5]2[N:4]=1)[CH3:2].S(=O)(=O)(O)O.C(OCC)(=O)C.C(=O)(O)[O-].[Na+]>O>[CH2:1]([C:3]1[CH:11]=[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][N:5]2[N:4]=1)[CH3:2]

参加物

6

反応物 4

HCID 1118Sulfuric AcidHCID 8857Ethyl AcetateHCID 516892Sodium BicarbonateHCID 583793202-Ethylpyrazolo[1,5-a]pyridine-3-carboxylic acid

生成物 1

HCID 161162612-Ethylpyrazolo[1,5-a]pyridine収率 82%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
70 °C

実験手順

2-Ethylpyrazolo[1,5-a]pyridine-3-carboxylic acid (4.1 g, 22 mmol) was stirred in water (100 mL) and sulfuric acid (2.5 mL) was added. The mixture was heated at 70° C. for 2 h and cooled to 20° C. The mixture was poured into ethyl acetate and neutralized with saturated sodium bicarbonate. The extracts were separated and the aqueous layer was extracted with ethyl acetate. The combined extracts were dried (sodium sulfate) and evaporated to give the desired compound (2.6 g, 82%). LCMS for C9H11N2 (M+H)+: m/z=147.1. 1H NMR (300 MHz, DMSO-d6): δ 8.52 (m, 1H), 7.57 (m, 1H), 7.11 (m, 1H), 6.75 (m, 1H), 6.38 (s, 1H), 2.73 (m, 2H), 1.22 (m, 3H).

後処理

  1. temperaturecooled to 20° C
  2. customThe extracts were separated
  3. extractionthe aqueous layer was extracted with ethyl acetate
  4. dry with materialThe combined extracts were dried (sodium sulfate)
  5. customevaporated

出典と根拠

ORDレコード
ord-dff0416bf98646839691f01d002b0f15
出典データセット
uspto-grants-2014_06
特許番号
US08759359B2

反応ノート

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