Sodium Hydroxide → HCID 67154626, Verbindung

HRID 83086Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 83086
[CH3:1][N:2]1[CH2:7][CH2:6][C:5]2([CH2:16][C:15]3[C:10](=[N:11][CH:12]=[C:13](/[CH:17]=[CH:18]/[C:19]([O:21]CC)=[O:20])[CH:14]=3)[NH:9][C:8]2=[O:24])[CH2:4][CH2:3]1.[OH-].[Na+].C(Cl)[Cl:28].CO>C(Cl)Cl.CCO>[ClH:28].[CH3:1][N:2]1[CH2:3][CH2:4][C:5]2([CH2:16][C:15]3[C:10](=[N:11][CH:12]=[C:13](/[CH:17]=[CH:18]/[C:19]([OH:21])=[O:20])[CH:14]=3)[NH:9][C:8]2=[O:24])[CH2:6][CH2:7]1

Komponenten

6

Edukt 3

HCID 14798Sodium HydroxideHCID 21226129Dichloromethane methanolHCID 68338070HCID 68338070, Verbindung

Produkt 1

HCID 67154626HCID 67154626, VerbindungAusbeute 48 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of (E)-ethyl 3-(1′-methyl-2-oxo-2,4-dihydro-1H-spiro[[1,8]naphthyridine-3,4′-piperidine]-6-yl)acrylate (95 mg, 0.288 mmol) in DCM (2 mL) and EtOH (2 mL) was added 1N aqueous sodium hydroxide (1 mL, 1.000 mmol) and the reaction was stirred at rt overnight, after which TLC (DCM/MeOH, 9:1) showed full conversion. Next, the mixture was concentrated and the residue acidified with 1N HCl (5 mL) and stirred for 1 h. The resulting white solids were isolated by filtration, washed with H2O and Et2O and dried on the filter. The product (47 mg, 48%) was obtained as an off-white solid.

Aufarbeitung

  1. concentrationNext, the mixture was concentrated
  2. stirringstirred for 1 h
  3. customThe resulting white solids were isolated by filtration
  4. washwashed with H2O and Et2O
  5. customdried on the filter

Quellen und Nachweise

ORD-Eintrag
ord-0eb5533118bf45e9bca79a5c6d570320
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846711B2

Notizen zur Reaktion

Wird geladen…