تفاعل #1885021

ord-ea1ab50375b34e25b281175bbcaebf43

معادلة التفاعل

ClCc1ccc(Cl)nc1
2-chloro-5-chloromethylpyridine
NCC(F)F
2,2-difluoroethan-1-amine
CCN(CC)CC
triethylamine
FC(F)CNCc1ccc(Cl)nc1
N-[(6-chloropyridin-3-yl)methyl]-2,2-difluoroethan-1-amine
المردود 53.9%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    تركيزAfter concentrating the reaction mixture under reduced pressure, it
  2. 2
    غسيلwashed with ethyl acetate
  3. 3
    استخلاصextracted repeatedly with ethyl acetate
  4. 4
    تركيزConcentrating the organic phase under reduced pressure

الإجراء التجريبي

At 45° C., 41.57 g (256.6 mmol) of 2-chloro-5-chloromethylpyridine, 20.80 g (256.6 mmol) of 2,2-difluoroethan-1-amine and 35.8 ml (256.6 mmol) of triethylamine are stirred in 500 ml of acetonitrile for 21 hours. After concentrating the reaction mixture under reduced pressure, it is taken up with 1 N aqueous hydrochloric acid and washed with ethyl acetate. The aqueous phase is alkalized with 2.5 N aqueous sodium hydroxide solution and extracted repeatedly with ethyl acetate. Concentrating the organic phase under reduced pressure affords 28.6 g (53% of theory) of N-[(6-chloropyridin-3-yl)methyl]-2,2-difluoroethan-1-amine.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08343893B2uspto-grants-2013_01