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

HRID 1369589
ノート
印刷プレビュー

反応式

HRID 1369589 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 180
Acetone
溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a0a09017e3ad4039bfd5d74fa0eada0a
出典データセット
uspto-grants-2003_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06579884B1

反応ノート

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