반응 #60670

ord-f097440937804b7ebb6d526c1f0ed005

반응 방정식

O=CN1CCN(c2ccc(Br)cn2)CC1
4-(5-Bromo-pyridine-2-yl)-piperazine-1-carbaldehyde
OB(O)c1ccc(F)cc1
4-Fluorobenzeneboronic acid
CCO
EtOH
O=C([O-])[O-].[Na+].[Na+]
Na2CO3
O=CN1CCN(c2ccc(-c3ccc(F)cc3)cn2)CC1
title product
수율 94.7%
O=CN1CCN(c2ccc(-c3ccc(F)cc3)cn2)CC1
4-(5-(4-Fluoro-phenyl)-pyridine-2-yl)-piperazine-1-carbaldehyde
수율 94.7%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도After cooling the mixture
  2. 2
    기타separated
  3. 3
    세척The organic phase was washed with water and brine
  4. 4
    여과filtered through a pad of celite
  5. 5
    건조dried over Na2SO4
  6. 6
    기타The solvent were removed in vacuo

실험 절차

4-(5-Bromo-pyridine-2-yl)-piperazine-1-carbaldehyde (100 mg, 0.37 mmol), 4-Fluorobenzeneboronic acid (55 mg, 0.39 mmol), (1,1′-bis(diphenylphosphino)ferrocene)-dichloropalladium(II) (10 mg, 0.01 mmol), Toluene (2 ml), EtOH (0.5 ml) and 2M Na2CO3 solution (0.5 ml, 1 mmol) were heated at 80° C. under N2 overnight. After cooling the mixture was diluted with toluene and separated. The organic phase was washed with water and brine, filtered through a pad of celite and dried over Na2SO4. The solvent were removed in vacuo affording 100 mg (94%) of the title product as a beige powder.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07427631B2uspto-grants-2008_09