Diethyl bromomalonate → HCID 135817522, compound

HRID 1440472Notes

Reaction equation

HRID 1440472 reaction equation
[Br:1][CH:2]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[C:3]([O:5]CC)=O.[NH2:13][C:14]1[N:24]=[CH:23][CH:22]=[CH:21][C:15]=1[C:16]([O:18][CH2:19][CH3:20])=[O:17]>CC(C)=O>[BrH:1].[CH2:11]([O:10][C:8]([C:2]1[N:24]2[CH:23]=[CH:22][CH:21]=[C:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:14]2=[N:13][C:3]=1[OH:5])=[O:9])[CH3:12]

Participants

4

Reactant 2

HCID 69637Diethyl bromomalonateHCID 12433260Ethyl 2-aminopyridine-3-carboxylate

Product 1

HCID 135817522HCID 135817522, compoundYield 34.8%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of diethyl bromomalonate (26 ml) and ethyl 2-aminonicotinate (13.3 g) was allowed to react at 80°-90° C. for 6 hours under nitrogen atmosphere. After completion of the reaction, the mixture was cooled to room temperature, and acetone (100 ml) was added thereto. The precipitated crystals were collected by filtration, affording 3,8-diethoxycarbonyl-2-hydroxy-imidazo[1,2-a]pyridine hydrobromide (9.98 g, yield 34.8%).

Workup

  1. customto react at 80°-90° C. for 6 hours under nitrogen atmosphere
  2. customAfter completion of the reaction
  3. filtrationThe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-55c29ec40ffc4d5ea714f2f705b292ed
Source dataset
uspto-grants-1996_03
Patent number
US05498774

Reaction notes

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