تفاعل #2200596

ord-900188240579460ab8711a25869684eb

معادلة التفاعل

C=Cc1nc(C(=O)OC)c(Cl)c(N)c1F
methyl 4-amino-3-chloro-5-fluoro-6-vinylpyridine-2-carboxylate
CCc1nc(C(=O)OC)c(Cl)c(N)c1F
methyl 4-amino-3-chloro-6-ethyl-5-fluoropyridine-2-carboxylate
المردود 76.9%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىfor 1 hour
  2. 2
    ترشيحThe mixture was filtered through celite,
  3. 3
    تركيزconcentrated
  4. 4
    أخرىthe residue purified by column chromatography (50% ethyl acetate in hexane)

الإجراء التجريبي

A solution of methyl 4-amino-3-chloro-5-fluoro-6-vinylpyridine-2-carboxylate (3.00 g, 13.0 mmol) and 10% Pd/C (0.30 g) in ethanol (200 mL) was stirred under an atmosphere of hydrogen at 20 psi using a Parr apparatus for 1 hour. The mixture was filtered through celite, concentrated and the residue purified by column chromatography (50% ethyl acetate in hexane) to provide methyl 4-amino-3-chloro-6-ethyl-5-fluoropyridine-2-carboxylate (2.35 g, 10.0 mmol), mp 109-110° C.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07432227B2uspto-grants-2008_10