Potassium tert-butoxide → 6,7,8,9-Tetrahydropyrido[2,3-b]indolizine

HRID 573282ノート

反応式

HRID 573282 の反応式
Cl[CH2:2][CH2:3][CH2:4][CH2:5][C:6]#[C:7][C:8]1[C:13]([NH2:14])=[CH:12][CH:11]=[CH:10][N:9]=1.CC([O-])(C)C.[K+]>CC#N.C1COCC1>[N:9]1[C:8]2[CH:7]=[C:6]3[N:14]([C:13]=2[CH:12]=[CH:11][CH:10]=1)[CH2:2][CH2:3][CH2:4][CH2:5]3

参加物

5

反応物 2

HCID 23665647Potassium tert-butoxideHCID 667276242-(6-Chlorohex-1-ynyl)pyridin-3-amine

生成物 1

HCID 667277726,7,8,9-Tetrahydropyrido[2,3-b]indolizine収率 68.7%

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

A solution of 2-(6-chlorohex-1-ynyl)pyridin-3-amine (300 mg) in CH3CN (3 ml) was added a solution of KOtBu (387 mg) in THF (3.5 mL) at 0.0° C. The mixture was stirred at 0° C. for 30 min. The mixture was quenched with water 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 (170 mg).

後処理

  1. customThe mixture was quenched with water at 0° C.
  2. extractionextracted with AcOEt
  3. customThe organic layer was separated
  4. washwashed with brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (AcOEt/hexane)

出典と根拠

ORDレコード
ord-246f11f2a0af4146902d2e9f4d9373ea
出典データセット
uspto-grants-2015_05
特許番号
US09029536B2

反応ノート

読み込み中…