Trifluoroacetic anhydride → 2-Ethyl-6-iodo-3-methylimidazo[1,2-a]pyridine

HRID 2202986노트

반응식

HRID 2202986 반응식
[I:1][C:2]1[CH:3]=[CH:4][C:5](=[N:14]S(C2C=CC(C)=CC=2)(=O)=O)[N:6]([CH:8]([C:10](=O)[CH2:11][CH3:12])[CH3:9])[CH:7]=1.FC(F)(F)C(OC(=O)C(F)(F)F)=O>C1COCC1>[CH2:11]([C:10]1[N:14]=[C:5]2[CH:4]=[CH:3][C:2]([I:1])=[CH:7][N:6]2[C:8]=1[CH3:9])[CH3:12]

참가 물질

4

반응물 2

HCID 9845Trifluoroacetic anhydrideHCID 131735782N-(5-Iodo-1-(3-oxopentan-2-yl)pyridin-2(1H)-ylidene)-4-methylbenzenesulfonamide

생성물 1

HCID 231582522-Ethyl-6-iodo-3-methylimidazo[1,2-a]pyridine수율 52.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of N-(5-iodo-1-(3-oxopentan-2-yl)pyridin-2(1H)-ylidene)-4-methylbenzenesulfonamide (4 g) in THF (50 ml) was added trifluoroacetic anhydride (10 ml) at 0° C., and the resulting mixture was stirred at room temperature for 16 h. The reaction mixture was concentrated in vacuo, poured into saturated aqueous NaHCO3 solution and extracted with DCM. The extract was washed with brine, dried over Na2SO4, concentrated in vacuo, and purified by silica gel column chromatography (hexane/EtOAc) to afford the title compound (1.3 g) as a yellow solid.

후처리

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. additionpoured into saturated aqueous NaHCO3 solution
  3. extractionextracted with DCM
  4. washThe extract was washed with brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated in vacuo
  7. custompurified by silica gel column chromatography (hexane/EtOAc)

출처 및 근거

ORD 기록
ord-6432f6fd9d8748f19642b869821a16d5
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09365540B2

반응 노트

불러오는 중…