반응 #2151238

ord-bd917dc650ec40149d8330ea22309810

반응 방정식

CN(C)C=O
dimethylformamide
O=[N+]([O-])c1ccc(Br)cc1F
4-bromo-2-fluoro-1-nitro-benzene
NC1CCN(C2CCOCC2)CC1
D9
NC1CCN(C2CCOCC2)CC1
1-(Tetrahydro-2H-pyran-4-yl)-4-piperidinamine
CCN(C(C)C)C(C)C
diisopropylethylamine
O=[N+]([O-])c1ccc(Br)cc1NC1CCN(C2CCOCC2)CC1
N-(5-bromo-2-nitrophenyl)-1-(tetrahydro-2H-pyran-4-yl)-4-piperidinamine

용매

반응 조건

온도
200°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    추출the reaction extracted with 2×75 mL of dichloromethane
  2. 2
    건조dried with sodium sulfate
  3. 3
    기타evaporated

실험 절차

400 mg (0.0018 mol, 1 eq) of 4-bromo-2-fluoro-1-nitro-benzene, 330 mg (0.0018 mol, 1 eq) of D9, 350 mg (0.0027 mol, 1.5 eq) of diisopropylethylamine, and 5 mL of dimethylformamide were combined, heated to 200° C. and held for 1 min in a microwave reactor. 80 mL of water was then added and the reaction extracted with 2×75 mL of dichloromethane. The dichloromethane layers were combined, dried with sodium sulfate, and evaporated to yield N-(5-bromo-2-nitrophenyl)-1-(tetrahydro-2H-pyran-4-yl)-4-piperidinamine which was used without further purification in the next step. MS (ESI): 385 [M+H]+.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08288413B2uspto-grants-2012_10