Hydrogen Bromide → HCID 178419750, compound

HRID 539826Notes

Reaction equation

HRID 539826 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][N:6]2[CH:9]=[C:10]([C:12]([O:14]CC)=[O:13])[N:11]=[C:5]2[CH:4]=1.[BrH:17]>>[BrH:17].[OH:2][C:3]1[CH:8]=[CH:7][N:6]2[CH:9]=[C:10]([C:12]([OH:14])=[O:13])[N:11]=[C:5]2[CH:4]=1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 20072865Ethyl 7-methoxyimidazo[1,2-a]pyridine-2-carboxylate

Product 1

HCID 178419750HCID 178419750, compoundYield 93%

Procedure

A mixture of ethyl 7-methoxyimidazo[1,2-a]pyridine-2-carboxylate (0.22 g, 1.0 mmol) and 48% hydrobromic acid (20 mL) was heated at reflux for 3 days. After the completion of reaction, the reaction mixture was concentrated and the residue obtained was washed with diethyl ether and dried under reduced pressure to afford 7-hydroxyimidazo[1,2-a]pyridine-2-carboxylic acid hydrobromide salt as a brown solid (0.24 g, 93%). 1H-NMR (CD3OD, 300 MHz): δ 8.57 (m, 1H), 8.44 (s, 1H), 7.07 (m, 1H), 6.95 (m, 1H) ppm; MS (ESI): 178.1 (M+1).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 3 days
  3. customAfter the completion of reaction
  4. concentrationthe reaction mixture was concentrated
  5. customthe residue obtained
  6. washwas washed with diethyl ether
  7. customdried under reduced pressure

Sources & evidence

ORD record
ord-0f8168cc71c94b23a6b05a9274053dc9
Source dataset
uspto-grants-2014_10
Patent number
US08871770B2

Reaction notes

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