5-Pyridin-4-yl-thiophene-3-carboxylic acid ethyl ester → 5-Pyridin-4-yl-thiophene-3-carboxylic acid

HRID 2068616Notes

Reaction equation

HRID 2068616 reaction equation
C([O:3][C:4]([C:6]1[CH:10]=[C:9]([C:11]2[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=2)[S:8][CH:7]=1)=[O:5])C>[OH-].[Na+]>[N:14]1[CH:13]=[CH:12][C:11]([C:9]2[S:8][CH:7]=[C:6]([C:4]([OH:5])=[O:3])[CH:10]=2)=[CH:16][CH:15]=1

Participants

3

Reactant 1

HCID 581102865-Pyridin-4-yl-thiophene-3-carboxylic acid ethyl ester

Product 1

HCID 581102285-Pyridin-4-yl-thiophene-3-carboxylic acidYield 52.2%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Conditions

Temperature
130 °C

Procedure

5-Pyridin-4-yl-thiophene-3-carboxylic acid ethyl ester (1.4 mmol) was dissolved in 1 M aqueous sodium hydroxide (4 mL) and IMS (5 mL). The mixture was heated by microwave irradiation at 130° C. for 10 minutes, and then filtered. 1 N Hydrochloric acid was added and the resulting precipitate was isolated by filtration washed with water and dried to give the title compound as a white solid (0.15 g). LCMS m/z 205.96 [M+H]+ R.T.=1.51 min. (Analytical Method 5).

Workup

  1. filtrationfiltered
  2. addition1 N Hydrochloric acid was added
  3. customthe resulting precipitate was isolated by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-ca25b7b160d44d12ba143a6e7bf18f07
Source dataset
uspto-grants-2012_10
Patent number
US08299063B2

Reaction notes

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