Hydrochloric Acid → HCID 118378870, compound

HRID 931035Notes

Reaction equation

HRID 931035 reaction equation
[CH:1]1([C:4]2[CH:5]=[C:6]([C:18]3[O:22][CH:21]=[N:20][CH:19]=3)[C:7]3[N:8]([C:10]([C:13]([O:15]CC)=[O:14])=[CH:11][N:12]=3)[CH:9]=2)[CH2:3][CH2:2]1.C1COCC1.[OH-].[Na+].Cl>C(O)C>[CH:1]1([C:4]2[CH:5]=[C:6]([C:18]3[O:22][CH:21]=[N:20][CH:19]=3)[C:7]3[N:8]([C:10]([C:13]([OH:15])=[O:14])=[CH:11][N:12]=3)[CH:9]=2)[CH2:2][CH2:3]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 118378920HCID 118378920, compound

Product 1

HCID 118378870HCID 118378870, compoundYield 103.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

To a mixture of ethyl 6-cyclopropyl-8-(1,3-oxazol-5-yl)imidazo[1,2-a]pyridine-3-carboxylate (150 mg) in a mixed solvent of THF (3 mL) and ethanol (1.2 mL) was added 8N aqueous sodium hydroxide solution (95 μL), and the mixture was stirred at 70° C. for 50 min. The reaction mixture was neutralized with 6N hydrochloric acid in an ice bath, and extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to give the title Compound (140 mg).

Workup

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-a4bd45e05f0945568487a1e804db111c
Source dataset
uspto-grants-2016_03
Patent number
US09296746B2

Reaction notes

Loading…