Hydrochloric Acid → 3-[1-(7-Carboxymethyloxy-6-methoxy-4-quinazolinyl)-4-piperidinyl]-1,2,3,4-tetrahydro-1,6-dimethyl-2,4-dioxo-quinazoline

HRID 1451913Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1451913
C([O:3][C:4]([CH2:6][O:7][C:8]1[CH:17]=[C:16]2[C:11]([C:12]([N:18]3[CH2:23][CH2:22][CH:21]([N:24]4[C:33](=[O:34])[C:32]5[C:27](=[CH:28][CH:29]=[C:30]([CH3:35])[CH:31]=5)[N:26]([CH3:36])[C:25]4=[O:37])[CH2:20][CH2:19]3)=[N:13][CH:14]=[N:15]2)=[CH:10][C:9]=1[O:38][CH3:39])=[O:5])C.[OH-].[Na+].Cl>CO>[C:4]([CH2:6][O:7][C:8]1[CH:17]=[C:16]2[C:11]([C:12]([N:18]3[CH2:19][CH2:20][CH:21]([N:24]4[C:33](=[O:34])[C:32]5[C:27](=[CH:28][CH:29]=[C:30]([CH3:35])[CH:31]=5)[N:26]([CH3:36])[C:25]4=[O:37])[CH2:22][CH2:23]3)=[N:13][CH:14]=[N:15]2)=[CH:10][C:9]=1[O:38][CH3:39])([OH:5])=[O:3]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 229234383-[1-(7-Ethoxycarbonylmethoxy-6-methoxy-4-quinazolinyl)-4-piperidinyl]-1,2,3,4-tetrahydro-1,6-dimethyl-2,4-dioxoquinazoline

Produkt 1

HCID 229234763-[1-(7-Carboxymethyloxy-6-methoxy-4-quinazolinyl)-4-piperidinyl]-1,2,3,4-tetrahydro-1,6-dimethyl-2,4-dioxo-quinazolineAusbeute 33 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

In 10 ml of methanol was dissolved 250.0 mg (0.47 mmol) of Compound 93 obtained in Example 84, and 5 ml of a 2N aqueous solution of sodium hydroxide was added thereto, followed by heating under reflux for 6 hours. After cooling, the reaction mixture was neutralized by addition of 4N hydrochloric acid, and extracted with chloroform. The organic layer was washed and dried, and the solvent was distilled off under reduced pressure. To the residue was added ether, and the precipitated crystals were collected by filtration and dried to give 77.8 mg (yield: 33%) of Compound 95 as white crystals.

Aufarbeitung

  1. additionwas added
  2. temperatureby heating
  3. temperatureunder reflux for 6 hours
  4. temperatureAfter cooling
  5. extractionextracted with chloroform
  6. washThe organic layer was washed
  7. customdried
  8. distillationthe solvent was distilled off under reduced pressure
  9. additionTo the residue was added ether
  10. filtrationthe precipitated crystals were collected by filtration
  11. customdried

Quellen und Nachweise

ORD-Eintrag
ord-b9329d3c9f464871a3343792a4b61daf
Quelldatensatz
uspto-grants-1997_02
Patentnummer
US05605900

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