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Hydrochloric Acid → HCID 67399046, 화합물

HRID 70604
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HRID 70604 반응식
[C:1](OC(=O)C)(=[O:3])[CH3:2].[CH:8]1([C:11]2[CH:12]=[CH:13][C:14](/[C:19](/[C:24]3[CH:29]=[CH:28][C:27]([S:30][CH3:31])=[CH:26][CH:25]=3)=[CH:20]/[CH2:21][CH2:22][NH2:23])=[N:15][C:16]=2[O:17][CH3:18])[CH2:10][CH2:9]1.Cl>N1C=CC=CC=1>[CH:8]1([C:11]2[CH:12]=[CH:13][C:14](/[C:19](/[C:24]3[CH:29]=[CH:28][C:27]([S:30][CH3:31])=[CH:26][CH:25]=3)=[CH:20]/[CH2:21][CH2:22][NH:23][C:1](=[O:3])[CH3:2])=[N:15][C:16]=2[O:17][CH3:18])[CH2:10][CH2:9]1
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참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 7918Acetic AnhydrideHCID 67399735HCID 67399735, 화합물

생성물 1

HCID 67399046HCID 67399046, 화합물

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

Acetic anhydride (85 mg) was added to a solution of (3E)-4-(5-cyclopropyl-6-methoxypyridin-2-yl)-4-[4-(methylsulfanyl)phenyl]but-3-en-1-amine (95 mg) in pyridine (1 mL) under ice-cooling, and the mixture was stirred at room temperature for one hour. The reaction solution was poured into 1 M hydrochloric acid, followed by extraction with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and filtered. The solvent was then evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1→0:1) to give N-{(3E)-4-(5-cyclopropyl-6-methoxypyridin-2-yl)-4-[4-(methylsulfanyl)phenyl]but-3-en-1-yl}acetamide as a colorless amorphous (87 mg, 81%).

후처리

  1. temperaturecooling
  2. extractionfollowed by extraction with ethyl acetate
  3. washThe organic layer was washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customThe solvent was then evaporated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1→0:1)

출처 및 근거

ORD 기록
ord-a747262d5821467985648d9420445f38
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08822503B2

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