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

HRID 573283ノート

反応式

HRID 573283 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-1f2857067d2342888e4afa93d4e455e3
出典データセット
uspto-grants-2015_05
特許番号
US09029536B2

反応ノート

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