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Sodium Hydroxide → 6-Ethyl-3-oxo-n-(5-phenyl-2-pyrazinyl)spiro[isobenzofuran-1-(3h),4'-piperidine]-1'-carboxamide

HRID 480066
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 480066
Cl.[CH2:2]([C:4]1[CH:17]=[C:16]2[C:7]([C:8](=[O:18])[O:9][C:10]32[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]3)=[CH:6][CH:5]=1)[CH3:3].[C:19]1([C:25]2[N:26]=[CH:27][C:28]([NH:31][C:32](=O)[O:33]C3C=CC=CC=3)=[N:29][CH:30]=2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.[OH-].[Na+]>CS(C)=O>[CH2:2]([C:4]1[CH:17]=[C:16]2[C:7]([C:8](=[O:18])[O:9][C:10]32[CH2:11][CH2:12][N:13]([C:32]([NH:31][C:28]2[CH:27]=[N:26][C:25]([C:19]4[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=4)=[CH:30][N:29]=2)=[O:33])[CH2:14][CH2:15]3)=[CH:6][CH:5]=1)[CH3:3]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 9879110Phenyl 5-phenylpyrazin-2-ylcarbamateHCID 226607156-ethylspiro[isobenzofuran-1(3H),4'-piperidine]-3-one hydrochloride

Produkt 1

HCID 226607536-Ethyl-3-oxo-n-(5-phenyl-2-pyrazinyl)spiro[isobenzofuran-1-(3h),4'-piperidine]-1'-carboxamideAusbeute 54,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679
Dimethyl Sulfoxide
Lösungsmittel

Versuchsvorschrift

To a suspension of 6-ethylspiro[isobenzofuran-1(3H),4′-piperidine]-3-one hydrochloride (53 mg) and phenyl N-(5-phenyl-2-pyrazinyl)carbamate (58 mg) in dimethyl sulfoxide (1 mL) was added 10 M sodium hydroxide aqueous solution (0.02 mL). The mixture was vigorously stirred for 5 minutes followed by partition between water and ethyl acetate. The organic layer was separated and then washed with saturated saline solution and then dried over anhydrous Na2SO4. The concentration of the organic solvent left a residue, which was subjected to the crystallization from ethyl acetate to give the subject compound (46 mg) as crystals (melting point 176-178° C.).

Aufarbeitung

  1. customby partition between water and ethyl acetate
  2. customThe organic layer was separated
  3. washwashed with saturated saline solution
  4. dry with materialdried over anhydrous Na2SO4
  5. waitThe concentration of the organic solvent left a residue, which
  6. customwas subjected to the crystallization from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-50110d73cd08410fa7e243c566ca55ca
Quelldatensatz
uspto-grants-2003_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06649624B2

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