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

HRID 1876076Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1876076
[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-ebebb0afe9794a42a1d5ea25562173c4
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08309562B2

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