Methanol → HCID 18398665, compound

HRID 1492415Notes

Reaction equation

HRID 1492415 reaction equation
[S:1]1[C:9]2[C:4](=[N:5][C:6]([C:10]([OH:12])=[O:11])=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[CH3:13]O>>[S:1]1[C:9]2[C:4](=[N:5][C:6]([C:10]([O:12][CH3:13])=[O:11])=[CH:7][CH:8]=2)[CH:3]=[CH:2]1

Participants

3

Reactant 2

HCID 887MethanolHCID 12210216Thieno[3,2-b]pyridine-5-carboxylic acid

Product 1

HCID 18398665HCID 18398665, compoundYield 70%

Procedure

To a cold solution of HCI (10%) in MeOH (10 mL) was added thieno[3,2-b]pyridine-5-carboxylic acid (1.0 g, 5.6 mmol, and the mixture heated to reflux for 2 hr. After cooling to r.t., half the solvent was removed by evaporation and the remainder was partitioned between EtOAc and H2O. Solid NaHCO3 was added until the system remained basic. Separation, drying and evaporation of the organic layer afforded 0.75 g (70%) of the title compound.

Workup

  1. temperaturethe mixture heated
  2. temperatureto reflux for 2 hr
  3. customhalf the solvent was removed by evaporation
  4. customthe remainder was partitioned between EtOAc and H2O
  5. additionSolid NaHCO3 was added until the system
  6. customSeparation
  7. customdrying
  8. customevaporation of the organic layer

Sources & evidence

ORD record
ord-301a2bc90a0d4924ac59dedc883be5da
Source dataset
uspto-grants-1994_12
Patent number
US05374635

Reaction notes

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