N-bromobutanimide → 10-Bromo-6,7,8,9-tetrahydropyrido[2,3-b]indolizine

HRID 573283노트

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HRID 573283 반응식
[N:1]1[C:6]2[CH:7]=[C:8]3[N:13]([C:5]=2[CH:4]=[CH:3][CH:2]=1)[CH2:12][CH2:11][CH2:10][CH2:9]3.C1C(=O)N([Br:21])C(=O)C1.C([O-])(O)=O.[Na+]>CN(C=O)C>[Br:21][C:7]1[C:6]2[N:1]=[CH:2][CH:3]=[CH:4][C:5]=2[N:13]2[C:8]=1[CH2:9][CH2:10][CH2:11][CH2:12]2

참가 물질

5

반응물 3

HCID 67184N-bromobutanimideHCID 516892Sodium BicarbonateHCID 667277726,7,8,9-Tetrahydropyrido[2,3-b]indolizine

생성물 1

HCID 6672788310-Bromo-6,7,8,9-tetrahydropyrido[2,3-b]indolizine수율 87.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
0 °C

실험 절차

To a solution of 6,7,8,9-tetrahydropyrido[2,3-b]indolizine (170 mg) in DMF (3 mL) was added NBS (193 mg) at 0° C. The mixture was stirred at 0° C. for 30 min. The mixture was added saturated NaHCO3 aqueous solution at 0° C. and extracted with AcOEt. The organic layer was separated, washed with brine, dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (AcOEt/hexane) to give the title compound (217 mg).

후처리

  1. extractionextracted with AcOEt
  2. customThe organic layer was separated
  3. washwashed with brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (AcOEt/hexane)

출처 및 근거

ORD 기록
ord-1f2857067d2342888e4afa93d4e455e3
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09029536B2

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