Reaktion #158462

ord-722736d397824304a76bf6602e38eb2a

Reaktionsgleichung

Fc1cnc(Cl)nc1Nc1ccc2c(c1)OCCO2
2-chloro-N4-(3,4-ethylenedioxyphenyl)-5-fluoro-4-pyrimidineamine
Fc1cnc(Cl)nc1Cl
2,4-dichloro-5-fluoropyrimidine
Nc1ccc(CO)cc1
4-aminobenzylalcohol
OCc1ccc(Nc2nc(Cl)ncc2F)cc1
2-chloro-5-fluoro-N4-[4-(hydroxymethyl)phenyl]-4-pyrimidineamine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigewere reacted

Vorschrift

In a manner similar to the preparation of 2-chloro-N4-(3,4-ethylenedioxyphenyl)-5-fluoro-4-pyrimidineamine, 2,4-dichloro-5-fluoropyrimidine and 4-aminobenzylalcohol were reacted to yield 2-chloro-5-fluoro-N4-[4-(hydroxymethyl)phenyl]-4-pyrimidineamine. 1H NMR (CDCl3): δ 8.08 (d, 1H, J=2.7 Hz), 7.62 (d, 2H, J=9.0 Hz), 7.40 (d, 2H, J=8.1 Hz), 6.99 (bs, 1H), 4.70 (s, 2H); 19F NMR (CDCl3): −44570 (s, 1F); LCMS: ret. time: 19.57 min.; purity: 99%; MS (m/e): 254 (MH+).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08822685B2uspto-grants-2014_09