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Hydrochloric Acid → HCID 72794471, 화합물

HRID 661722
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HRID 661722 반응식
Cl.C(OC(=O)[NH:8][CH2:9][CH2:10][O:11][N:12]=[CH:13][C:14]1[CH:19]=[C:18]([C:20](=[O:26])[NH:21][O:22][CH2:23][CH2:24][OH:25])[C:17]([NH:27][C:28]2[CH:33]=[CH:32][C:31]([I:34])=[CH:30][C:29]=2[F:35])=[C:16]([F:36])[C:15]=1[F:37])(C)(C)C.C(=O)(O)[O-].[Na+]>C(OCC)(=O)C>[NH2:8][CH2:9][CH2:10][O:11][N:12]=[CH:13][C:14]1[C:15]([F:37])=[C:16]([F:36])[C:17]([NH:27][C:28]2[CH:33]=[CH:32][C:31]([I:34])=[CH:30][C:29]=2[F:35])=[C:18]([CH:19]=1)[C:20]([NH:21][O:22][CH2:23][CH2:24][OH:25])=[O:26]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 72964235{2-[2,3-Difluoro-4-(2-fluoro-4-iodo-phenylamino)-5-(2-hydroxy-ethoxycarbamoyl)-benzylideneaminooxy]-ethyl}-carbamic acid tert-butyl ester

생성물 1

HCID 72794471HCID 72794471, 화합물수율 37%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매2회

실험 절차

1 N HCl solution in ethyl acetate (1 ml) was added to a solution of {2-[2,3-difluoro-4-(2-fluoro-4-iodo-phenylamino)-5-(2-hydroxy-ethoxycarbamoyl)-benzylideneaminooxy]-ethyl}-carbamic acid tert-butyl ester (55 mg, 0.31 mmol) prepared in Process A in ethyl acetate (5 ml). This mixture was then stirred at room temperature for 1.5 hours. After the completion of the reaction, the reaction solution was neutralized with saturated sodium bicarbonate solution (50 ml) and extracted with ethyl acetate (100 ml×3). The extract was washed with saturated brine, and the organic layer was dried over anhydrous sodium sulfate and filtered. The solvent was evaporated off under reduced pressure, and the resulting residue was washed with diethyl ether (10 ml) and then recrystallized from methanol to give 5-[(2-amino-ethoxyimino)-methyl]-3,4-difluoro-2-(2-fluoro-4-iodo-phenylamino)-N-(2-hydroxy-ethoxy)-benzamide (17.31 mg, 37% yield) as a pale yellow solid.

후처리

  1. customAfter the completion of the reaction
  2. extractionextracted with ethyl acetate (100 ml×3)
  3. washThe extract was washed with saturated brine
  4. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. customThe solvent was evaporated off under reduced pressure
  7. washthe resulting residue was washed with diethyl ether (10 ml)
  8. customrecrystallized from methanol

출처 및 근거

ORD 기록
ord-380ced045d1647d697fd0b0e97ee4523
출처 데이터셋
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08084645B2

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