Reaktion #163691

ord-4ea87bcfe5144955be49a0de8eb04798

Reaktionsgleichung

Oc1cccc(Nc2ncc(F)c(Nc3cccc(O)c3)n2)c1
N2,N4-bis(3-hydroxyphenyl)-5-fluoro-2,4-pyrimidinediamine
N#Cc1cnc(Cl)nc1Cl
2,4-dichloro-5-cyanopyrimidine
CCOC(=O)Cc1ccc(N)cc1
ethyl 4-aminophenylacetate
CCOC(=O)Cc1ccc(Nc2ncc(C#N)c(Nc3ccc(CC(=O)OCC)cc3)n2)cc1
N2,N4-bis[4-(ethoxycarbonylmethyl)phenyl]-5-cyano-2,4-pyrimidinediamine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigewere reacted

Vorschrift

In a manner similar to the preparation of N2,N4-bis(3-hydroxyphenyl)-5-fluoro-2,4-pyrimidinediamine, 2,4-dichloro-5-cyanopyrimidine and ethyl 4-aminophenylacetate were reacted to yield N2,N4-bis[4-(ethoxycarbonylmethyl)phenyl]-5-cyano-2,4-pyrimidinediamine. 1H NMR (CDCl3): δ 8.29 (bs, 1H), 7.46 (2d, 4H, J=7.8 Hz), 7.28 (d, 2 h, J=8.1 Hz), 7.19 (d, 2H, J=8.1 Hz), 4.16 (2q, 4H, J=6.3 Hz), 3.64 (s, 2H), 3.59 (s, 2H), 1.30-1.23 (m, 6H); LCMS: ret. time: 29.29 min.; purity: 93%; MS (m/e): 461 (MH+).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08835430B2uspto-grants-2014_09