2-Amino-5-nitropyridine → 2-Cyclopropyl-3-methyl-6-nitroimidazo[1,2-a]pyridine

HRID 1784729Notes

Reaction equation

HRID 1784729 reaction equation
[CH:1]1([C:4](=O)[CH2:5][CH3:6])[CH2:3][CH2:2]1.[NH2:8][C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][N:10]=1>C(OCC)(=O)C>[CH:1]1([C:4]2[N:8]=[C:9]3[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][N:10]3[C:5]=2[CH3:6])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 778882-Amino-5-nitropyridineHCID 5496991-Cyclopropyl-1-propanone

Product 1

HCID 231205162-Cyclopropyl-3-methyl-6-nitroimidazo[1,2-a]pyridine

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Operations similar to Production Example 1-(1) were conducted using 1-cyclopropyl-1-propanone, and successively those of Production 1-(2) were conducted using 2-amino-5-nitropyridine. The solid whereupon obtained was suspended in ethyl acetate, washed with saturated aqueous sodium hydrogencarbonate solution and purified by silica gel column chromatography (hexane/ethyl acetate=4/1) to provide the title compounds as yellow crystals.

Workup

  1. customThe solid whereupon obtained
  2. washwashed with saturated aqueous sodium hydrogencarbonate solution
  3. custompurified by silica gel column chromatography (hexane/ethyl acetate=4/1)

Sources & evidence

ORD record
ord-32ddb5a084364fa9ab87a80524035d5d
Source dataset
uspto-grants-2009_03
Patent number
US07504412B2

Reaction notes

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