Hydrochloric Acid → N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-(2-phenyl-2-piperidin-4-ylethyl)cyclohexanecarboxamide

HRID 1943028Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1943028
[CH:1]1([C:7]([N:9]([CH2:31][C:32]2[C:33](=[O:43])[N:34]([CH3:42])[C:35]3[C:40]([CH:41]=2)=[CH:39][CH:38]=[CH:37][CH:36]=3)[CH2:10][CH:11]([CH:18]2[CH2:23][CH2:22][N:21](C(OC(C)(C)C)=O)[CH2:20][CH2:19]2)[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.O1CCOCC1>C(Cl)Cl>[CH3:42][N:34]1[C:35]2[C:40](=[CH:39][CH:38]=[CH:37][CH:36]=2)[CH:41]=[C:32]([CH2:31][N:9]([CH2:10][CH:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:18]2[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]2)[C:7]([CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]2)=[O:8])[C:33]1=[O:43]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 58415912Tert-butyl 4-(2-{(cyclohexylcarbonyl) [(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-1-phenylethyl)piperidine-1-carboxylate

Produkt 1

HCID 58415916N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-(2-phenyl-2-piperidin-4-ylethyl)cyclohexanecarboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

tert-butyl 4-(2-{(cyclohexylcarbonyl) [(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-1-phenylethyl)piperidine-1-carboxylate (1.63 g, 2.78 mmol) in CH2Cl2 (5 ml) was added to 4 M HCl in dioxane (20 mL, 80 mmol) at 0° C. and the reaction stirred for 1.5 hours before being poured into satd. bicarb. The mixture was partitioned between CH2Cl2 and satd. bicarb, the aqueous portion extracted 3×CH2Cl2, and the organic portion dried (Na2SO4) then concentrated in vacuo. 1.35 g, 100%.

Aufarbeitung

  1. additionbefore being poured into satd
  2. customThe mixture was partitioned between CH2Cl2 and satd
  3. extractionbicarb, the aqueous portion extracted 3×CH2Cl2
  4. dry with materialthe organic portion dried (Na2SO4)
  5. concentrationthen concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-5b94c9b4a02f416eaa0794e4953b0138
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08389720B2

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