Reaktion #79066

ord-f4312e2c2e854dcaa3bd6df782a6c9f2

Reaktionsgleichung

CSc1ncnc2cc(N)ncc12
7-amino-4-methylthiopyrido[4,3-d]pyrimidine
CN(C)c1cccc(N)c1
N,N-dimethyl-1,3-phenylenediamine
CN(C)c1cccc(Nc2ncnc3cc(N)ncc23)c1
7-amino-4-(3-dimethylaminoanilino)pyrido[4,3-d]pyrimidine
Ausbeute 32.0%

Reaktionsbedingungen

Temperatur
190°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigethe resulting product is chromatographed (twice) over alumina (3% EtOH/CHCl3)

Vorschrift

A mixture of 7-amino-4-methylthiopyrido[4,3-d]pyrimidine (245 mg, 1.28 mmol) (described in a previous experimental) and N,N-dimethyl-1,3-phenylenediamine (1.60 g, 11.8 mmol) is stirred under N2 at 190° C. for 1 h, and the resulting product is chromatographed (twice) over alumina (3% EtOH/CHCl3) to give 7-amino-4-(3-dimethylaminoanilino)pyrido[4,3-d]pyrimidine (113 mg, 32%) as a pale yellow solid. 1H NMR (DMSO) δ 9.66 (1H, brs), 9.33 (1H, s), 8.36 (1H, s), 7.22 (1H, brd, J=7.8 Hz), 7.16 (2H, m), 6.57 (2H, brs), 6.51 (1H, ddd, J=8.0, 2.3, 1.2 Hz), 6.42 (1H, s), 2.91 (5H, s)

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06713484B2uspto-grants-2004_03