تفاعل #1833288

ord-00ca07f4db454d228dd2209681ec28b1

معادلة التفاعل

O=C(Nc1cn[nH]c1)c1c(F)cccc1F
2,6-Difluoro-N-1H-pyrazol-4-ylbenzamide
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CCCCOc1ccccc1CBr
1-(bromomethyl)-2-(butyloxy)benzene
CCCCOc1ccccc1Cn1cc(NC(=O)c2c(F)cccc2F)cn1
title compound
CCCCOc1ccccc1Cn1cc(NC(=O)c2c(F)cccc2F)cn1
N-(1-{[2-(Butyloxy)phenyl]methyl}-1H-pyrazol-4-yl)-2,6-difluorobenzamide

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىthe vial was capped
  2. 2
    ترشيحThe reaction mixture was filtered
  3. 3
    غسيلwashing with MeOH
  4. 4
    أخرىto give a total volume of 1 ml
  5. 5
    أخرىThis solution was purified by MDAP Sunfire C18 column (Method B)
  6. 6
    أخرىThe solvent was removed

الإجراء التجريبي

2,6-Difluoro-N-1H-pyrazol-4-ylbenzamide (for a preparation see intermediate 2, 45 mg, 0.20 mmol), 1-(bromomethyl)-2-(butyloxy)benzene (for a preparation see intermediate 4, 56 mg, 0.23 mmol) and potassium carbonate (42 mg, 0.30 mmol) were weighed into a vial with a stirrer. DMF (0.5 ml) was added, the vial was capped and the mixture was stirred at ambient temperature for 26 h. The reaction mixture was filtered, washing with MeOH to give a total volume of 1 ml. This solution was purified by MDAP Sunfire C18 column (Method B) using acetonitrile-water with a formic acid modifier. The solvent was removed to give the title compound (25 mg) as a colourless gum; LCMS (System 4): MH+=386, tRET=3.02 min.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09149462B2uspto-grants-2015_10