Sodium Hydroxide → 4-[Benzyl-(4-methoxybenzenesulfonyl)amino]-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic Acid

HRID 496585노트

반응식

HRID 496585 반응식
[CH2:1]([N:8]([S:25]([C:28]1[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[CH:30][CH:29]=1)(=[O:27])=[O:26])[C:9]1[C:14]([C:15]([O:17]CC)=[O:16])=[CH:13][N:12]=[C:11]2[N:20]([CH3:24])[N:21]=[C:22]([CH3:23])[C:10]=12)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>O1CCCC1CO>[CH2:1]([N:8]([S:25]([C:28]1[CH:29]=[CH:30][C:31]([O:34][CH3:35])=[CH:32][CH:33]=1)(=[O:27])=[O:26])[C:9]1[C:14]([C:15]([OH:17])=[O:16])=[CH:13][N:12]=[C:11]2[N:20]([CH3:24])[N:21]=[C:22]([CH3:23])[C:10]=12)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 22322112Ethyl 4-[benzyl-(4-methoxybenzenesulfonyl)amino]-1,3-dimethyl-1H-pyrazolo[3,4-b] pyridine-5-carboxylate

생성물 1

HCID 223221134-[Benzyl-(4-methoxybenzenesulfonyl)amino]-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic Acid

시약·촉매·용매 1

HCID 7360Tetrahydrofurfuryl alcohol용매

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온도
70 °C

실험 절차

A mixture of 0.48 g (0.97 mmol) of ethyl 4-[benzyl-(4-methoxybenzene-sulfonyl)amino]-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylate and 0.29 ml of 10N NaOH in 4 ml of tetrahydrofuran-methanol (1:1) was heated in an oil bath at 70° C. for 2 hours and the solvent removed under vacuum. The residue was dissolved in 20 ml of H2O and the solution extracted with 10 ml of diethyl ether. To the aqueous layer was added 2N citric acid (pH 4-5) and the precipitated solid filtered and washed with H2O to give a white solid which was dried under vacuum overnight to give crystals, mp 165-167° C.

후처리

  1. customthe solvent removed under vacuum
  2. dissolutionThe residue was dissolved in 20 ml of H2O
  3. extractionthe solution extracted with 10 ml of diethyl ether
  4. additionTo the aqueous layer was added 2N citric acid (pH 4-5)
  5. filtrationthe precipitated solid filtered
  6. washwashed with H2O
  7. customto give a white solid which
  8. customwas dried under vacuum overnight
  9. customto give crystals, mp 165-167° C.

출처 및 근거

ORD 기록
ord-f35e427f665543f9b04b15707f2af633
출처 데이터셋
uspto-grants-2005_09
특허 번호
US06946473B2

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