HCID 86615234, compound → HCID 19005896, compound

HRID 2244360Notes

Reaction equation

HRID 2244360 reaction equation
[CH3:1][O:2][C:3]([C:5]1[S:6][CH:7]=[CH:8][C:9]=1[N:10](C)[C:11](=O)C(F)(F)F)=[O:4]>CO.[OH-].[Na+]>[CH3:1][O:2][C:3]([C:5]1[S:6][CH:7]=[CH:8][C:9]=1[NH:10][CH3:11])=[O:4]

Participants

4

Reactant 1

HCID 86615234HCID 86615234, compound

Product 1

HCID 19005896HCID 19005896, compoundYield 94.1%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 2.05 g of 3-[methyl-(2,2,2-trifluoro-acetyl)-amino]-thiophene-2-carboxylic acid methyl ester (7.67 mmol) in a mixture of methanol (100 ml) and 1N NaOH (15.4 ml) was stirred at RT over night. The methanol was then removed in vacuo and the remaining mixture was diluted with water and extracted with ethyl acetate. The combined organic layers were washed with brine, dried (Na2SO4), filtered and concentrated in vacuo to give 1.236 g (94%) of 3-methylamino-thiophene-2-carboxylic acid methyl ester as a light brown solid. MS (ISP) 172.2 (M+H)+.

Workup

  1. customThe methanol was then removed in vacuo
  2. additionthe remaining mixture was diluted with water
  3. extractionextracted with ethyl acetate
  4. washThe combined organic layers were washed with brine
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-3f607a4b868549799b7d6f408ceee1f8
Source dataset
uspto-grants-2010_03
Patent number
US07678818B2

Reaction notes

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