Sodium Hydroxide → 1H-Pyrazolo(4,3-b)pyridine-6-carboxylic acid

HRID 1892593ノート

反応式

HRID 1892593 の反応式
[NH:1]1[C:9]2[C:4](=[N:5][CH:6]=[C:7]([C:10]([O:12]C)=[O:11])[CH:8]=2)[CH:3]=[N:2]1.[OH-].[Na+]>CO.O>[NH:1]1[C:9]2[C:4](=[N:5][CH:6]=[C:7]([C:10]([OH:12])=[O:11])[CH:8]=2)[CH:3]=[N:2]1

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 60144275Methyl 1H-pyrazolo[4,3-B]pyridine-6-carboxylate

生成物 1

HCID 671513391H-Pyrazolo(4,3-b)pyridine-6-carboxylic acid収率 21%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

To a solution of methyl 1H-pyrazolo[4,3-b]pyridine-6-carboxylate (3.52 g, 20 mmol) in methanol (250 mL) and water (190 mL) at 0° C. was added aqueous sodium hydroxide (2M, 64 mL, 128 mmol), dropwise. The suspension was then allowed to warm to ambient temperature and stirred for 18 hours. The methanol was then removed in vacuo and the aqueous mixture extracted with ethyl acetate (250 mL) before being acidified (to pH 5-6) with aqueous hydrochloric acid (2 M, 70 mL). The cream solid which had precipitated out was then filtered off and dried in a desiccator to yield the title compound (0.675 g, 4.16 mmol, 21% yield). 1HNMR (400 MHz, DMSO-d6): δ ppm 8.97 (s, 1H), 8.45 (s, 1H), 8.39 (s, 1H)

後処理

  1. customThe methanol was then removed in vacuo
  2. extractionthe aqueous mixture extracted with ethyl acetate (250 mL)
  3. customThe cream solid which had precipitated out
  4. filtrationwas then filtered off
  5. customdried in a desiccator

出典と根拠

ORDレコード
ord-be6019598f6a464c887a9ba0d68ab52e
出典データセット
uspto-grants-2013_08
特許番号
US08507681B2

反応ノート

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