Sodium Iodide → 2,3-Dimethyl-8-(2,6-dimethylbenzylamino)imidazo[1,2-a]pyridine

HRID 1006693노트

반응식

HRID 1006693 반응식
[NH2:1][C:2]1[C:3]2[N:4]([C:8]([CH3:12])=[C:9]([CH3:11])[N:10]=2)[CH:5]=[CH:6][CH:7]=1.C(=O)([O-])[O-].[Na+].[Na+].[I-].[Na+].[CH3:21][C:22]1[CH:29]=[CH:28][CH:27]=[C:26]([CH3:30])[C:23]=1[CH2:24]Cl>CC(C)=O>[CH3:11][C:9]1[N:10]=[C:3]2[C:2]([NH:1][CH2:24][C:23]3[C:26]([CH3:30])=[CH:27][CH:28]=[CH:29][C:22]=3[CH3:21])=[CH:7][CH:6]=[CH:5][N:4]2[C:8]=1[CH3:12]

참가 물질

6

반응물 4

HCID 5238Sodium IodideHCID 10340Sodium CarbonateHCID 2211542,6-Dimethylbenzyl ChlorideHCID 218739802,3-Dimethylimidazo[1,2-a]pyridin-8-amine

생성물 1

HCID 226726292,3-Dimethyl-8-(2,6-dimethylbenzylamino)imidazo[1,2-a]pyridine수율 57.7%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A mixture of 8-amino-2,3-dimethylimidazo[1,2-a]pyridine (0.7 g, 4.34 mmol), sodium carbonate (2.0 g), sodium iodide (0.3 g), 2,6-dimethylbenzylchloride (0.671 g, 4.34 mmol) and acetone (30 ml) was stirred overnight. The reaction mixture was filtered and the solvent was removed in vacuo. The residue was dissolved in methylene chloride and washed with aqueous NaHCO3. The organic layer was separated and the solvent was evaporated. The crude product was purified by flash chromatography eluting with CH2Cl2/MeOH to give 0.7 g of the title compound.

후처리

  1. filtrationThe reaction mixture was filtered
  2. customthe solvent was removed in vacuo
  3. dissolutionThe residue was dissolved in methylene chloride
  4. washwashed with aqueous NaHCO3
  5. customThe organic layer was separated
  6. customthe solvent was evaporated
  7. customThe crude product was purified by flash chromatography
  8. washeluting with CH2Cl2/MeOH

출처 및 근거

ORD 기록
ord-f5e013d066a44115bca4eb40e1c5c13f
출처 데이터셋
uspto-grants-2004_09
특허 번호
US06790960B2

반응 노트

불러오는 중…