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

HRID 2404272노트

반응식

HRID 2404272 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

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): 8 ppm 8.97 (s, 1H), 8.45 (s, 1H), 8.39 (s, 1H).

후처리

  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

출처 및 근거

ORD 기록
ord-26906df897564b798fc91ba9e4f83d00
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08802690B2

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