Benzylamine → N-benzylpyrido[4,3-d]pyrimidin-4-amine

HRID 50804Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 50804
CS[C:3]1[C:4]2[CH:12]=[N:11][CH:10]=[CH:9][C:5]=2[N:6]=[CH:7][N:8]=1.[CH2:13]([NH2:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>CCO>[CH2:13]([NH:20][C:3]1[C:4]2[CH:12]=[N:11][CH:10]=[CH:9][C:5]=2[N:6]=[CH:7][N:8]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Komponenten

4

Edukt 2

HCID 7504BenzylamineHCID 106548874-Methylthiopyrido[4,3-d]pyrimidine

Produkt 1

HCID 5328247N-benzylpyrido[4,3-d]pyrimidin-4-amineAusbeute 17 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

4-Methylthiopyrido[4,3-d]pyrimidine (160.4 mg, 0.902 mmol), and benzylamine (106.3 mg, 0.992 mmol) in EtOH (2 mL) are heated at 80° C. for 12 h, and then the solvent is removed under reduced pressure. The resulting solid is suspended in CH2Cl2, filtered, and the resulting solid is purified by preparative tlc on silica, eluting with 5% MeOH in CHCl3. Removal of the solvent under reduced pressure yields 4-benzylaminopyrido[4,3-d]pyrimidine (36 mg, 17%). 1H NMR (DMSO) δ 9.60 (1H, s), 9.37 (1H, t, J=5.8 Hz), 8.72 (1H, d, J=5.8 Hz), 8.57 (1H, s), 7.54 (1H, d, J=5.8 Hz), 7.37 (2H, d, J=7.0 Hz), 7.33 (2H, t, J=7.3 Hz), 7.25 (1H, t, J=7.2 Hz), 4.81 (2H, d, J=5.8 Hz).

Aufarbeitung

  1. customthe solvent is removed under reduced pressure
  2. filtrationfiltered
  3. customthe resulting solid is purified by preparative tlc on silica
  4. washeluting with 5% MeOH in CHCl3
  5. customRemoval of the solvent under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-55e84a98568b46e6a4516e8e52984b5e
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06713484B2

Notizen zur Reaktion

Wird geladen…