تفاعل #2275732

ord-5ebcdeb866fa4b4880e64ae1762a0ea6

معادلة التفاعل

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

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىat room temperature
  2. 2
    تركيزThe resulting solution was concentrated
  3. 3
    أخرىpurified by silica gel column on a CombiFlash® system

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08324186B2uspto-grants-2012_12