Reaction #1005937

ord-8b9ec03df2274b898f3082e950bcac66

Reaction equation

CO/N=C(C(=O)OC)\C(C)=C/COc1ccn(-c2ccc(Cl)cc2)n1
(Z)-5-[1-(4-chloro-phenyl)-1H-pyrazol-3-yloxy]-2-[(E)-methoxyimino]-3-methyl-pent-3-enic acid methyl ester
CN
methyl amine
CNC(=O)C(=N/OC)/C(C)=C\COc1ccn(-c2ccc(Cl)cc2)n1
(Z)-5-[1-(4-Chloro-phenyl)-1H-pyrazol-3-yloxy]-2-[(E)-methoxyimino]-3-methyl-pent-3-enic acid methyl amide

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherAfter removal of the solvent in vacuo the product (120 mg)
  2. 2
    Otherwas collected in quantitative yield and good purity

Procedure

120 mg (0.33 mmol) (Z)-5-[1-(4-chloro-phenyl)-1H-pyrazol-3-yloxy]-2-[(E)-methoxyimino]-3-methyl-pent-3-enic acid methyl ester and 0.99 ml (1.98 mmol) of a 2-molar solution of methyl amine in THF have been stirred overnight at ambient temperature in 2.0 ml of THF and 0.5 ml of water. After removal of the solvent in vacuo the product (120 mg) was collected in quantitative yield and good purity. Melting point 129-130° C.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09271501B2uspto-grants-2016_03