Acetone → HCID 131722785, compound

HRID 1386086Notes

Reaction equation

HRID 1386086 reaction equation
[NH2:1][C:2]1[C:3]2[N:4]([C:8]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[C:9]([CH3:11])[N:10]=2)[CH:5]=[CH:6][CH:7]=1.C[C:18]1[CH:25]=[CH:24]C=C(C)[C:19]=1[CH2:20]Cl.[C:27](=O)([O-])[O-].[Na+].[Na+].[I-].[Na+].[CH3:35][C:36]([CH3:38])=O>>[C:12]([C:8]1[N:4]2[CH:5]=[CH:6][CH:7]=[C:2]([NH:1][C:36]([CH3:38])([CH3:27])[C:35]3[CH:24]=[CH:25][CH:18]=[CH:19][CH:20]=3)[C:3]2=[N:10][C:9]=1[CH3:11])([O:14][CH2:15][CH3:16])=[O:13]

Participants

6

Reactant 5

HCID 180AcetoneHCID 5238Sodium IodideHCID 10340Sodium CarbonateHCID 2211542,6-Dimethylbenzyl ChlorideHCID 21717338Ethyl 8-amino-2-methylimidazo[1,2-a]pyridine-3-carboxylate

Product 1

HCID 131722785HCID 131722785, compound

Procedure

A mixture of 8-amino-3-carboethoxy-2-methylimidazo[1,2-a]pyridine (6.08 g, 27.74 mmol), 2,6-dimethylbenzylchloride (4.5 g, 29.13 mmol), sodium carbonate (4.32 g, 43.7 mmol), sodium iodide (0.7 g) and acetone (120 ml) was stirred for 30 h and the crystalline product was filtered off. The yield was dissolved in dichloromethane filtered and the solvent was evaporated under reduced pressure to give the title product (7.0 g).

Workup

  1. filtrationthe crystalline product was filtered off
  2. dissolutionThe yield was dissolved in dichloromethane
  3. filtrationfiltered
  4. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-7fa49510ae124196bdc9d8c02d90befa
Source dataset
uspto-grants-2001_07
Patent number
US06265415B1

Reaction notes

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