4-(2-Fluoro-5-methoxycarbonyloxy-4-methylanilino)7-nitroquinazoline hydrochloride → 7-Amino4-(2-fluoro-5-methoxycarbonyloxy-4-methylanilino)quinazoline hydrochloride

HRID 634725Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 634725
[ClH:1].[F:2][C:3]1[CH:22]=[C:21]([CH3:23])[C:20]([O:24][C:25]([O:27][CH3:28])=[O:26])=[CH:19][C:4]=1[NH:5][C:6]1[C:15]2[C:10](=[CH:11][C:12]([N+:16]([O-])=O)=[CH:13][CH:14]=2)[N:9]=[CH:8][N:7]=1>[Pd].C(O)C.Cl.CO>[ClH:1].[NH2:16][C:12]1[CH:11]=[C:10]2[C:15]([C:6]([NH:5][C:4]3[CH:19]=[C:20]([O:24][C:25]([O:27][CH3:28])=[O:26])[C:21]([CH3:23])=[CH:22][C:3]=3[F:2])=[N:7][CH:8]=[N:9]2)=[CH:14][CH:13]=1

Komponenten

6

Edukt 1

HCID 226250474-(2-Fluoro-5-methoxycarbonyloxy-4-methylanilino)7-nitroquinazoline hydrochloride

Produkt 1

HCID 226250847-Amino4-(2-fluoro-5-methoxycarbonyloxy-4-methylanilino)quinazoline hydrochlorideAusbeute 97,5 %

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 23938PalladiumKatalysatorHCID 313Hydrochloric AcidLösungsmittelHCID 702EthanolLösungsmittelHCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of 4-(2-fluoro-5-methoxycarbonyloxy-4-methylanilino)-7-nitroquinazoline hydrochloride (5.3 g, 13 mmol) and 10% palladium-on-charcoal catalyst (1 g) in ethanol (100 ml), 7M ethanolic hydrogen chloride (1.8 ml) and methanol (20 ml) was stirred under hydrogen at 1.7 atmospheres for 75 minutes. The catalyst was removed by filtration through diatomaceous earth and the filter pad thoroughly washed with methylene chloride, methanol and ether and the solvent was removed from the filtrate by evaporation to give 7-amino-4-(2-fluoro-5-methoxycarbonyloxy-4-methylanilino)quinazoline hydrochloride (4.8 g, 97%) as a yellow solid.

Aufarbeitung

  1. customThe catalyst was removed by filtration through diatomaceous earth
  2. washthe filter pad thoroughly washed with methylene chloride, methanol and ether
  3. customthe solvent was removed from the filtrate by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-f6b0a6199cb3477297a967c0069218d2
Quelldatensatz
uspto-grants-2001_02
Patentnummer
US06184225B2

Notizen zur Reaktion

Wird geladen…