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Hydrochloric Acid → HCID 67399046、化合物

HRID 70604
ノート
印刷プレビュー

反応式

HRID 70604 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 7918Acetic AnhydrideHCID 67399735HCID 67399735、化合物

生成物 1

HCID 67399046HCID 67399046、化合物

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-a747262d5821467985648d9420445f38
出典データセット
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08822503B2

反応ノート

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