Hydrochloric Acid → HCID 20144964, compound

HRID 648602Notes

Reaction equation

HRID 648602 reaction equation
[CH3:1][N:2]([C:5]1[S:6][C:7]([C:11]2[N:12]=[C:13]3[CH:18]=[C:17]([CH3:19])[CH:16]=[CH:15][N:14]3[CH:20]=2)=[C:8]([CH3:10])[N:9]=1)C=O.Cl>C(O)C>[CH3:1][NH:2][C:5]1[S:6][C:7]([C:11]2[N:12]=[C:13]3[CH:18]=[C:17]([CH3:19])[CH:16]=[CH:15][N:14]3[CH:20]=2)=[C:8]([CH3:10])[N:9]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 20145002HCID 20145002, compound

Product 1

HCID 20144964HCID 20144964, compoundYield 73.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2-[2-(N-methylformamido)-4-methylthiazol-5-yl]-7-methylimidazo[1,2-a]pyridine (4.87 g) in ethanol (200 ml) was added 36% hydrochloric acid (2.6 ml) and refluxed for 1.5 hours. The reaction mixture was evaporated. The residue was dissolved in water, and the aqueous mixture was adjusted to pH 8 with saturated potassium carbonate. Extraction with chloroform, and evaporation afforded 2-(2-methylamino-4-methylthiazol-5-yl)-7-methyl-imidazo[1,2-a]pyridine (3.22 g). mp 220°-221° C.

Workup

  1. temperaturerefluxed for 1.5 hours
  2. customThe reaction mixture was evaporated
  3. dissolutionThe residue was dissolved in water
  4. extractionExtraction
  5. customwith chloroform, and evaporation

Sources & evidence

ORD record
ord-d87918bc0fad4d45b0d1e23e40461948
Source dataset
uspto-grants-1988_04
Patent number
US04735957

Reaction notes

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