Reaktion #2286307

ord-e3c27d55f29d4101b5cdd84510db9db5

Reaktionsgleichung

CC(C)I
isopropyl iodide
CC(=O)OCCc1cc(Br)c(Oc2ccc(=O)[nH]n2)c(Br)c1
acetic acid 2-[3,5-dibromo-4-(6-oxo-1,6-dihydro-pyridazin-3-yloxy)-phenyl]-ethyl ester
CC(=O)OCCc1cc(Br)c(Oc2ccc(=O)[nH]n2)c(Br)c1
Acetic acid 2-[3,5-dibromo-4-(6-oxo-1,6-dihydro-pyridazin-3-yloxy)-phenyl]-ethyl ester
CC(=O)OCCc1cc(Br)c(Oc2ccc(=O)n(C(C)C)n2)c(Br)c1
2-[3,5-dibromo-4-(1-isopropyl-6-oxo-1,6-dihydro-pyridazin-3-yloxy)-phenyl]-ethyl ester
Ausbeute 79.0%
CC(=O)OCCc1cc(Br)c(Oc2ccc(=O)n(C(C)C)n2)c(Br)c1
acetic acid 2-[3,5-dibromo-4-(1-isopropyl-6-oxo-1,6-dihydro-pyridazin-3-yloxy)-phenyl]-ethyl ester
Ausbeute 79.0%

Reaktionsbedingungen

Temperatur
50°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThis compound was prepared by a similar method to
  2. 2
    SonstigeThe product was purified by column chromatography
  3. 3
    Wascheneluted with 10% ethyl acetate in hexanes to 100% ethyl acetate

Vorschrift

This compound was prepared by a similar method to that described in Example 10, Step 2 except that isopropyl iodide was used in place of methyl iodide and acetic acid 2-[3,5-dibromo-4-(6-oxo-1,6-dihydro-pyridazin-3-yloxy)-phenyl]-ethyl ester (39) was used in place of acetic acid 2-[3,5-dichloro-4-(5-isopropyl-6-oxo-1,6-dihydro-pyridazin-3-yloxy)-phenyl]-ethyl ester (34). The method was similar except that the reaction was heated to 50° C. for 24 h. The product was purified by column chromatography using silica gel eluted with 10% ethyl acetate in hexanes to 100% ethyl acetate to afford 2-[3,5-dibromo-4-(1-isopropyl-6-oxo-1,6-dihydro-pyridazin-3-yloxy)-phenyl]-ethyl ester (40) (79%) as a white solid; LRMS for C17H18Br2N2O4 (M+CH3CN+H) m/z=516, Molecular Weight=474.1520; Exact Mass=471.9633

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: USRE046024E1uspto-grants-2016_06