Bromopyruvic Acid → HCID 136010269, compound

HRID 2108765Notes

Reaction equation

HRID 2108765 reaction equation
[NH:1]1[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:4]2[C:3]([C:10](=[S:12])[NH2:11])=[CH:2]1.Br[CH2:14][C:15](=O)[C:16]([OH:18])=[O:17]>C(O)C>[NH:1]1[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:4]2[C:3]([C:10]2[S:12][CH:14]=[C:15]([C:16]([OH:18])=[O:17])[N:11]=2)=[CH:2]1

Participants

4

Reactant 2

HCID 70684Bromopyruvic AcidHCID 57633022HCID 57633022, compound

Product 1

HCID 136010269HCID 136010269, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1H-pyrrolo[2,3-b]pyridine-3-carbothioic acid amide (2.53 g, 14.37 mmol), bromopyruvic acid (2.4 g, 14.37 mmol) in ethanol (50 mL) was refluxed for 2 h. The solution was left at room temperature for 16 h and precipitated solid was filtered to give 2-(1H-pyrrolo[2,3-b]pyridin-3-yl)-thiazole-4-carboxylic acid (3.5 g, 100%) as a yellow solid MS 246 (M+1).

Workup

  1. temperaturewas refluxed for 2 h
  2. customprecipitated solid
  3. filtrationwas filtered

Sources & evidence

ORD record
ord-8f5c17d93970494aab9d957dfa633ea6
Source dataset
uspto-grants-2009_04
Patent number
US07514448B2

Reaction notes

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