반응 #710541

ord-668c4c329c744e1180d717e9b074ff4b

반응 방정식

O
Water
O=S(=O)(Cc1ccc(Br)cc1)Nc1cccc(Cl)c1
C-(4-bromo-phenyl)-N-(3-chloro-phenyl)-methanesulfonamide
O=C([O-])[O-].[K+].[K+]
K2CO3
CC(C)CI
1-iodo-2-methylpropane
CC(C)CN(c1cccc(Cl)c1)S(=O)(=O)Cc1ccc(Br)cc1
C-(4-bromo-phenyl)-N-(3-chloro-phenyl)-N-isobutyl-methanesulfonamide
수율 60.0%

반응 조건

온도
100°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    추출the reaction extracted with EtOAc
  2. 2
    세척washed with brine
  3. 3
    건조dried with Na2SO4
  4. 4
    농축concentrated
  5. 5
    기타purified by silica gel column chromatography (0-50% DCM in cyclohexane)

실험 절차

To a mixture of C-(4-bromo-phenyl)-N-(3-chloro-phenyl)-methanesulfonamide (0.61 g, 1.68 mmol) and K2CO3 (464 mg, 3.4 mmol) in dimethylformamide (5 mL) was added 1-iodo-2-methylpropane (584 μL, 5.0 mmol). The mixture was heated at 100° C. in microwave reactor for 3 hours. Water was added and the reaction extracted with EtOAc, washed with brine, dried with Na2SO4, concentrated and purified by silica gel column chromatography (0-50% DCM in cyclohexane) to give C-(4-bromo-phenyl)-N-(3-chloro-phenyl)-N-isobutyl-methanesulfonamide (423 mg, 1.0 mmol, 60%). LCMS (m/z, Method A) ES+ 415.8 [M+1]+.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09302985B2uspto-grants-2016_04