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

HRID 573282노트

반응식

HRID 573282 반응식
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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-246f11f2a0af4146902d2e9f4d9373ea
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09029536B2

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