Acetic Acid → ethyl 6-oxo-1,2-dihydropyrazolo[3,4-b]pyridine-4-carboxylate

HRID 82020

反応式

HRID 82020 の反応式
[NH2:1][C:2]1[CH:6]=[CH:5][NH:4][N:3]=1.[Na].[C:8](OCC)(=[O:17])[CH2:9][C:10]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=O.C(O)(=O)C>O>[CH2:15]([O:14][C:12]([C:10]1[C:6]2[CH:5]=[N:4][NH:3][C:2]=2[N:1]=[C:8]([OH:17])[CH:9]=1)=[O:13])[CH3:16]

参加物

5

反応物 3

HCID 176Acetic AcidHCID 57351814Diethyl 2-oxosuccinate,sodium saltHCID 178418806HCID 178418806、化合物

生成物 1

HCID 178469358ethyl 6-oxo-1,2-dihydropyrazolo[3,4-b]pyridine-4-carboxylate収率 28.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

反応条件

温度
85 °C

実験手順

To a solution of 3-aminopyrazole (224 g, 2.7 mol) in water (1 L) were added a solution of diethyl oxalacetate sodium salt (567 g, 2.7 mol) in water (1.3 L) and then acetic acid in 4 portions (0.8 L). The reaction mixture was heated at 85° C. for 15 hours then cooled to room temperature and filtered. The precipitate was washed with water and then dried to afford the title compound as an orange solid (159 g, 28%). 1H NMR (250 MHz, DMSO): δ 1.35 (t, 3H), 4.36 (q, 2H), 6.69 (s, 1H), 8.16 (s, 1H).

後処理

  1. temperaturethen cooled to room temperature
  2. filtrationfiltered
  3. washThe precipitate was washed with water
  4. customdried

出典と根拠

ORDレコード
ord-e3eb65687a5b40aca63272abc8d1d7f7
出典データセット
uspto-grants-2014_09
特許番号
US08846712B2

関連ノート

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