반응 #2275732

ord-5ebcdeb866fa4b4880e64ae1762a0ea6

반응 방정식

O=C(CNC(=O)c1cccc(C(F)(F)F)c1)NC1CN(C2CCC(n3cc(Br)cnc3=O)CC2)C1
N-({1-[4-(5-Bromo-2-oxo-2H-pyrimidin-1-yl)-cyclohexyl]-azetidin-3-ylcarbamoyl}-methyl)-3-trifluoromethyl-benzamide
O=C(CNC(=O)c1cccc(C(F)(F)F)c1)NC1CN(C2CCC(n3cccnc3=O)CC2)C1
title compound
O=C(CNC(=O)c1cccc(C(F)(F)F)c1)NC1CN(C2CCC(n3cccnc3=O)CC2)C1
N-({1-[4-(2-Oxo-2H-pyrimidin-1-yl)-cyclohexyl]-azetidin-3-ylcarbamoyl}-methyl)-3-trifluoromethyl-benzamide

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타at room temperature
  2. 2
    농축The resulting solution was concentrated
  3. 3
    기타purified by silica gel column on a CombiFlash® system

실험 절차

N-({1-[4-(5-Bromo-2-oxo-2H-pyrimidin-1-yl)-cyclohexyl]-azetidin-3-ylcarbamoyl}-methyl)-3-trifluoromethyl-benzamide (as prepared in Example 3, Step C, ˜150 mg, 0.27 mmol) in MeOH (20 mL) was driven through H-Cube® Continuous-flow Hydrogenation reactor (ThalesNano, Budapest, Hungary) under full hydrogen mode at room temperature using 10% Pd/C cartridge. The resulting solution was concentrated and purified by silica gel column on a CombiFlash® system using ethyl acetate and 7N NH3 in MeOH as eluent (from pure ethyl acetate to 5% 7N NH3 in MeOH in ethyl acetate) to afford the title compound as white solid.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08324186B2uspto-grants-2012_12