Ammonium Acetate → 3-Benzyl-7-chloro-2-[2-methyl-1-(2-phenyl-imidazol-1-yl)-propyl]-3H-quinazolin-4-one

HRID 1350617Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1350617
[CH2:1]([N:8]1C(=O)C2[C:11](=[CH:12][C:13]([Cl:19])=[CH:14][CH:15]=2)[N:10]=[C:9]1[CH:20]([N:24]([CH2:33][CH:34](OC)OC)[C:25](=O)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[CH:21]([CH3:23])[CH3:22])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:39]([O-:42])(=O)[CH3:40].[NH4+:43]>C(O)(=O)C>[CH2:1]([N:8]1[C:39](=[O:42])[C:40]2[C:11](=[CH:12][C:13]([Cl:19])=[CH:14][CH:15]=2)[N:10]=[C:9]1[CH:20]([N:24]1[CH:33]=[CH:34][N:43]=[C:25]1[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)[CH:21]([CH3:23])[CH3:22])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 517165Ammonium AcetateHCID 21097051N-[1-(3-Benzyl-7-chloro-4-oxo-3,4-dihydro-quinazolin-2-yl)-2-methyl-propyl]-N-(2,2-dimethoxy-ethyl)-benzamide

Produkt 1

HCID 98908193-Benzyl-7-chloro-2-[2-methyl-1-(2-phenyl-imidazol-1-yl)-propyl]-3H-quinazolin-4-oneAusbeute 23 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A solution of N-[1-(3-benzyl-7-chloro-4-oxo-3,4-dihydro-quinazolin-2-yl)-2-methyl-propyl]-N-(2,2-dimethoxy-ethyl)-benzamide (288 mg, 0.539 mmol) and ammonium acetate (374 mg, 4.85 mmol) in acetic acid (4.0 mL) was refluxed for 2.0 h. The reaction was concentrated in vacuo and the residue was dissolved in ethyl acetate and washed sequentially with saturated sodium carbonate, water, and brine. The organic layer was dried (Na2SO4), concentrated in vacuo, and recrystallized from ethanol to give the title compound as tan crystals (57.1 mg, 23%). MS(ES+) m/e 469 [M+H]+.

Aufarbeitung

  1. concentrationThe reaction was concentrated in vacuo
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washwashed sequentially with saturated sodium carbonate, water, and brine
  4. dry with materialThe organic layer was dried (Na2SO4)
  5. concentrationconcentrated in vacuo
  6. customrecrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-f37b6d013a7c4a0d813a803d992f7d27
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07214800B2

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