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Hydrochloric Acid → {[3-(4-Fluoro-phenyl)-7-hydroxy-isoxazolo[4,5-c]pyridine-6-carbonyl]-amino}-acetic acid

HRID 2388178
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HRID 2388178 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]3[CH:13]=[N:14][C:15]([C:18]([O:20]CC)=O)=[C:16]([OH:17])[C:11]=3[O:10][N:9]=2)=[CH:4][CH:3]=1.[NH2:23][CH2:24][C:25]([OH:27])=[O:26].[O-]CC.[Na+].Cl>CN(C=O)C.O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:12]3[CH:13]=[N:14][C:15]([C:18]([NH:23][CH2:24][C:25]([OH:27])=[O:26])=[O:20])=[C:16]([OH:17])[C:11]=3[O:10][N:9]=2)=[CH:6][CH:7]=1
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참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 750GlycineHCID 2723922Sodium ethoxideHCID 67530129Ethyl 3-(4-fluorophenyl)-7-hydroxyisoxazolo[4,5-c]pyridine-6-carboxylate

생성물 1

HCID 42635757{[3-(4-Fluoro-phenyl)-7-hydroxy-isoxazolo[4,5-c]pyridine-6-carbonyl]-amino}-acetic acid수율 57.9%

시약·촉매·용매 2

HCID 962
Water
용매
HCID 6228Dimethylformamide용매

실험 절차

Ethyl 3-(4-fluorophenyl)-7-hydroxyisoxazolo[4,5-c]pyridine-6-carboxylate (0.11 g, 0.36 mmol) was dissolved in 10 mL of DMF. Glycine (0.55 g, 7.28 mmol) and sodium ethoxide (0.37 g, 5.46 mmol) were added and the mixture was refluxed for 14 h. The mixture was cooled to room temperature and diluted with 60 mL of water. Concentrated hydrochloric acid was added dropwise until pH was 3. The resulting suspension was filtered and the solid was dried under vacuum to give 69 mg of the title compound. MS: (+) m/z 332.00 (M+1).

후처리

  1. temperaturethe mixture was refluxed for 14 h
  2. filtrationThe resulting suspension was filtered
  3. customthe solid was dried under vacuum

출처 및 근거

ORD 기록
ord-b9ce2c59050c4328a1264c711904183c
출처 데이터셋
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08269008B2

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