Reaktion #66655

ord-5391d60bf4404ce092b78c1a88d452c6

Reaktionsgleichung

Cl
HCl
COc1ccc(OC)c(F)c1
3-fluoro-1,4-dimethoxybenzene
CCN(CC)S(F)(F)F
DAST
COc1cc(C(C)C)c(Oc2cnc(N)nc2N)cc1F
5-(5-Fluoro-2-isopropyl-4-methoxy-phenoxy)-pyrimidine-2,4-diamine
COc1cc(Cl)cc(Oc2cnc(N)nc2N)c1C(C)(C)F
5-[5-Chloro-2-(1-fluoro-1-methyl-ethyl)-methoxy-phenoxy]-pyrimidine-2,4-diamine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeSimilarly prepared

Vorschrift

Similarly prepared, but starting with 3-fluoro-1,4-dimethoxybenzene, and using hydrogenation with Pd/C in step 4 instead of DAST, was 5-(5-Fluoro-2-isopropyl-4-methoxy-phenoxy)-pyrimidine-2,4-diamine (0.778 g, 42%); mp (HCl salt)=239-241° C.; [MH]+=293.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08524725B2uspto-grants-2013_09