Hydrogen chloride-ethyl acetate → 4-[(3-methoxypropyl)amino]-6-(1-methylethyl)-N-(2-methylpropyl)-N-[(3S,5R)-5-(morpholin-4-ylcarbonyl)piperidin-3-yl]pyridine-3-carboxamide dihydrochloride

HRID 2192882ノート

反応式

HRID 2192882 の反応式
[CH3:1][O:2][CH2:3][CH2:4][CH2:5][NH:6][C:7]1[CH:12]=[C:11]([CH:13]([CH3:15])[CH3:14])[N:10]=[CH:9][C:8]=1[C:16]([N:18]([CH2:40][CH:41]([CH3:43])[CH3:42])[C@H:19]1[CH2:24][C@@H:23]([C:25]([N:27]2[CH2:32][CH2:31][O:30][CH2:29][CH2:28]2)=[O:26])[CH2:22][N:21](C(OC(C)(C)C)=O)[CH2:20]1)=[O:17].C(OCC)(=O)C.[ClH:50]>>[ClH:50].[ClH:50].[CH3:1][O:2][CH2:3][CH2:4][CH2:5][NH:6][C:7]1[CH:12]=[C:11]([CH:13]([CH3:15])[CH3:14])[N:10]=[CH:9][C:8]=1[C:16]([N:18]([CH2:40][CH:41]([CH3:43])[CH3:42])[C@H:19]1[CH2:24][C@@H:23]([C:25]([N:27]2[CH2:32][CH2:31][O:30][CH2:29][CH2:28]2)=[O:26])[CH2:22][NH:21][CH2:20]1)=[O:17]

参加物

3

反応物 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 59625537tert-butyl (3S,5R)-3-[({4-[(3-methoxypropyl)amino]-6-(1-methylethyl)pyridin-3-yl}carbonyl)(2-methylpropyl)amino]-5-(morpholin-4-ylcarbonyl)piperidine-1-carboxylate

生成物 1

HCID 684336914-[(3-methoxypropyl)amino]-6-(1-methylethyl)-N-(2-methylpropyl)-N-[(3S,5R)-5-(morpholin-4-ylcarbonyl)piperidin-3-yl]pyridine-3-carboxamide dihydrochloride

実験手順

tert-Butyl (3S,5R)-3-[({4-[(3-methoxypropyl)amino]-6-(1-methylethyl)pyridin-3-yl}carbonyl)(2-methylpropyl)amino]-5-(morpholin-4-ylcarbonyl)piperidine-1-carboxylate (268 mg) was dissolved in 4 M hydrogen chloride-ethyl acetate (5 ml), and the mixture was stirred at room temperature for 15 hr. The reaction mixture was concentrated, the residue was purified by reversed-phase preparative HPLC, and the object fraction was concentrated under reduced pressure. Aqueous sodium hydrogen carbonate was added to the residue, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. 4 M Hydrogen chloride-ethyl acetate (1 ml) was added to the residue, and the mixture was stirred for 5 min and concentrated under reduced pressure to give the object compound (163 mg).

後処理

  1. concentrationThe reaction mixture was concentrated
  2. customthe residue was purified by reversed-phase preparative HPLC
  3. concentrationthe object fraction was concentrated under reduced pressure
  4. additionAqueous sodium hydrogen carbonate was added to the residue
  5. extractionthe mixture was extracted with ethyl acetate
  6. washThe extract was washed with saturated brine
  7. dry with materialdried over anhydrous magnesium sulfate
  8. concentrationconcentrated under reduced pressure
  9. addition4 M Hydrogen chloride-ethyl acetate (1 ml) was added to the residue
  10. stirringthe mixture was stirred for 5 min
  11. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-c97e70c76f6f497387daaa09fd5f604a
出典データセット
uspto-grants-2012_12
特許番号
US08329691B2

反応ノート

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