Reaction #1095852

ord-830ada51e00e4eb9b2242ca5efa170bd

Reaction equation

CC#CCOc1ncnc(Cl)c1F
4-(2-butynyloxy)-6-chloro-5-fluoropyrimidine
CC1CCCCN1
2-methylpyperidine
CC#CCOc1ncnc(N2CCCCC2C)c1F
4-(2-butynyloxy)-5-fluoro-6-(2-methylpiperidino)pyrimidine
Yield 71.1%

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    workup.ADDITIONwas added
  2. 2
    Temperatureunder reflux condition
  3. 3
    Concentrationconcentrated

Procedure

Into 3 ml of ethanol was resolved 0.3 g of 4-(2-butynyloxy)-6-chloro-5-fluoropyrimidine, 0.45 g of 2-methylpyperidine was added therein, and the mixture was stirred for 5 hours under reflux condition. The reaction mixture was cooled to near room temperature and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.28 g of 4-(2-butynyloxy)-5-fluoro-6-(2-methylpiperidino)pyrimidine (hereinafter, referred to as Compound (1)).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07973028B2uspto-grants-2011_07