Water → HCID 59543410, compound

HRID 1798936Notes

Reaction equation

HRID 1798936 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:28]=[CH:27][C:23]4[O:24][CH2:25][O:26][C:22]=4[CH:21]=3)=[CH:16][N:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O.O.[OH-].[Na+]>C(Cl)Cl>[O:24]1[C:23]2[CH:27]=[CH:28][C:20]([C:17]3[CH:18]=[CH:19][C:14]([CH:11]4[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]4)=[N:15][CH:16]=3)=[CH:21][C:22]=2[O:26][CH2:25]1

Participants

6

Reactant 4

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 59543431HCID 59543431, compound

Product 1

HCID 59543410HCID 59543410, compoundYield 81.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5-1,3-Benzodioxol-5-yl-3′,4′,5′,6′-tetrahydro-2′H-2,4′-bipyridinyl-1′-carboxylic acid tert-butyl ester (0.250 g, 0.65 mmol) was dissolved in DCM (12 ml), TFA (3 ml) was added and the reaction mixture was stirred at room temperature for two hours. Water and 1 N NaOH was added, the DCM phase was washed and dried with Na2SO4. Evaporation afforded 150 mg white crystalline compound (81%).

Workup

  1. washthe DCM phase was washed
  2. dry with materialdried with Na2SO4
  3. customEvaporation

Sources & evidence

ORD record
ord-94322747c5b44bea80cb9d44f48373bf
Source dataset
uspto-grants-2013_01
Patent number
US08344001B2

Reaction notes

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