Hydrochloric Acid → 2-Chloro-N-(pyridin-4-yl)quinazolin-4-amine

HRID 1436237Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1436237
[Cl:1][C:2]1[N:11]=[C:10](Cl)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[NH2:13][C:14]1[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=1.Cl>C(O)(C)C>[Cl:1][C:2]1[N:11]=[C:10]([NH:13][C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 17274-AminopyridineHCID 2528862,4-Dichloroquinazoline

Produkt 1

HCID 226932532-Chloro-N-(pyridin-4-yl)quinazolin-4-amineAusbeute 61,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

To a stirred suspension of 2,4-dichloroquinazoline (42 mg, 0.21 mmol) and 4-aminopyridine (21 mg, 0.22 mmol) in 3 mL of anhydrous isopropanol was added a drop of concentrated HCl and the mixture was stirred overnight. Solid precipitates were observed and the mixture was filtered. The solid was washed with cold isopropanol and dried to give the title compound as white solid (38 mg, 0.13 mmol, 61%). 1H NMR (DMSO-d6): 8.60 (d, J=7.5 Hz, 2H), 8.18-8.20 (m, 2H), 8.07-8.10 (m, 1H), 7.90-7.96 (m, 1H), 7.18 (d, J=7.8 Hz, 2H).

Aufarbeitung

  1. customSolid precipitates
  2. filtrationthe mixture was filtered
  3. washThe solid was washed with cold isopropanol
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-7ea2936be0e74cc08e7cfb99e4fc2ba9
Quelldatensatz
uspto-grants-2009_11
Patentnummer
US07618975B2

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