반응 #560841

ord-c3626ddc923647bab10de00cd13c2f77

반응 방정식

CN(C1CCCCC1)C1CCCCC1
N-cyclohexyl-N-methylcyclohexanamine
C1=COCCC1
3,4-dihydro-2H-pyran
Brc1cccnc1Oc1ccc(Nc2ccccn2)cc1.Cl
N-(4-(3-bromopyridin-2-yloxy)phenyl)pyridin-2-amine hydrochloride
C1=COC(c2cccnc2Oc2ccc(Nc3ccccn3)cc2)CC1
title compound
C1=COC(c2cccnc2Oc2ccc(Nc3ccccn3)cc2)CC1
(±)-N-(4-(3-(3,4-DIHYDRO-2H-PYRAN-2-YL)PYRIDIN-2-YLOXY)PHENYL)PYRIDIN-2-AMINE

용매

반응 조건

온도
105°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타before evacuating
  2. 2
    workup.ADDITIONwas added
  3. 3
    기타consumption of the starting material
  4. 4
    온도the reaction mixture was cooled to room temperature
  5. 5
    기타the volatiles were removed under reduced pressure

실험 절차

To a 25 mL microwave vial was added Bis(tri-tert-butylphosphine) palladium (0) (101 mg, 0.198 mmol) and N-(4-(3-bromopyridin-2-yloxy)phenyl)pyridin-2-amine hydrochloride (750 mg, 1.981 mmol) before evacuating and backfilling with nitrogen (2×). After addition of Dioxane (5.659 ml), N-cyclohexyl-N-methylcyclohexanamine (0.840 ml, 3.96 mmol), and 3,4-dihydro-2H-pyran (666 mg, 7.92 mmol) was added and the mixture was heated to 105° C. Following complete consumption of the starting material, the reaction mixture was cooled to room temperature and the volatiles were removed under reduced pressure. Following silica gel chromatography, the title compound was obtained as a racemic mixture. MS (ESI, pos. ion) m/z: 346.0. IC50 (uM) 0.064.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08637500B2uspto-grants-2014_01