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Potassium hydroxide ethanol → 2-[2-Hydroxy-5-(pyrrolidine-1-carbonyl)-phenyl]-quinoline-6-carboxylic Acid

HRID 1788413
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반응식

HRID 1788413 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:14][CH2:13][CH2:12][CH2:11]2)=[O:9])=[CH:4][C:3]=1[C:15](=O)[CH3:16].C[O:19][C:20](=[O:30])[C:21]1[CH:26]=[CH:25][C:24]([NH2:27])=[C:23]([CH:28]=O)[CH:22]=1.[OH-].[K+].C(O)C>C(O)C>[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:14][CH2:13][CH2:12][CH2:11]2)=[O:9])=[CH:4][C:3]=1[C:15]1[CH:16]=[CH:28][C:23]2[C:24](=[CH:25][CH:26]=[C:21]([C:20]([OH:30])=[O:19])[CH:22]=2)[N:27]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 21946426Potassium hydroxide ethanolHCID 46911801Methyl 4-amino-3-formylbenzoateHCID 576031221-[2-Hydroxy-5-(pyrrolidine-1-carbonyl)-phenyl]-ethanone

생성물 1

HCID 1360964502-[2-Hydroxy-5-(pyrrolidine-1-carbonyl)-phenyl]-quinoline-6-carboxylic Acid

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Compound 18 (410 mg, 1.75 mmol) and Compound 7 (315 mg, 1.75 mmol) were dissolved in 30 mL of ethanol, 2.45 mL of a 10% KOH/ethanol solution was added and the mixture was refluxed overnight under argon. The ethanol was evaporated, the residue dissolved in water, and acidified with 3 mL of 1M HCl. The formed gel was solidified by addition of 30 mL of ethyl acetate and 30 mL of a saturated NaCl solution. The solid was filtered, awashed with water, and dried. Yield 302 mg (48%) Compound 19.

후처리

  1. temperaturethe mixture was refluxed overnight under argon
  2. customThe ethanol was evaporated
  3. dissolutionthe residue dissolved in water
  4. additionThe formed gel was solidified by addition of 30 mL of ethyl acetate and 30 mL of a saturated NaCl solution
  5. filtrationThe solid was filtered
  6. customdried

출처 및 근거

ORD 기록
ord-a50cb176a218444796fa053ada1da08f
출처 데이터셋
uspto-grants-2009_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07511145B2

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