Trifluoroacetic acid → HCID 59543408, compound

HRID 1798941Notes

Reaction equation

HRID 1798941 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[CH:19]=[CH:18][C:17]([C:20]3[CH:25]=[CH:24][C:23]([S:26]([CH2:29][CH3:30])(=[O:28])=[O:27])=[CH:22][CH:21]=3)=[CH:16][N:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O.[OH-].[Na+]>C(Cl)Cl>[CH2:29]([S:26]([C:23]1[CH:24]=[CH:25][C:20]([C:17]2[CH:18]=[CH:19][C:14]([CH:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)=[N:15][CH:16]=2)=[CH:21][CH:22]=1)(=[O:28])=[O:27])[CH3:30]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 59543412HCID 59543412, compound

Product 1

HCID 59543408HCID 59543408, compoundYield 83.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5-(4-Ethanesulfonylphenyl)-3′,4′,5′,6′-tetrahydro-2′H-[2,4′]bipyridinyl-1′-carboxylic acid tert-butyl ester (0.76 g, 1.675 mmol) was dissolved in DCM (12 mL) and TFA (4 mL) was added. The reaction mixture was stirred for 4 hours. 1N NaOH (20 mL) was added and the DCM phase was washed and dried with Na2CO3, filtered and evaporation gave 462 mg (79%) white crystalline compound.

Workup

  1. washthe DCM phase was washed
  2. dry with materialdried with Na2CO3
  3. filtrationfiltered
  4. customevaporation

Sources & evidence

ORD record
ord-7baa55cef7b8482682bc063de4a399a8
Source dataset
uspto-grants-2013_01
Patent number
US08344001B2

Reaction notes

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