Water → HCID 59543416, compound

HRID 1798940Notes

Reaction equation

HRID 1798940 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][N:23]=[C:22]([CH3:26])[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>[CH3:26][C:22]1[CH:21]=[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:25]=[CH:24][N:23]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 59543444HCID 59543444, compound

Product 1

HCID 59543416HCID 59543416, compoundYield 80.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2″-Methyl-3,4,5,6-tetrahydro-2H-[4,2′;5′,4″]terpyridine-1-carboxylic acid tert-butyl ester (0.54 g, 1.528 mmol) was dissolved in DCM (12 mL), TFA (4mL) was added the reaction mixture was stirred at RT for 2 hours. The reaction mixture was added water and 1N NaOH until pH=12. The organic phase was washed dried with Na2CO3 filtered and evaporation gave 310 mg (80%) yellow crystals.

Workup

  1. washThe organic phase was washed
  2. dry with materialdried with Na2CO3
  3. filtrationfiltered
  4. customevaporation

Sources & evidence

ORD record
ord-0c77959440574a259d2b5b80deaa0434
Source dataset
uspto-grants-2013_01
Patent number
US08344001B2

Reaction notes

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