Trifluoroacetic acid → 5-(Pyrazin-2-yl)pyridine-2-carboxylic acid

HRID 711248Notes

Reaction equation

HRID 711248 reaction equation
[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[C:7]1[CH:8]=[CH:9][C:10]([C:13]([O:15]C(C)(C)C)=[O:14])=[N:11][CH:12]=1.C(O)(C(F)(F)F)=O>ClCCl>[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[C:7]1[CH:8]=[CH:9][C:10]([C:13]([OH:15])=[O:14])=[N:11][CH:12]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67208621Tert-butyl 5-(pyrazin-2-yl)picolinate

Product 1

HCID 639681575-(Pyrazin-2-yl)pyridine-2-carboxylic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 5-(pyrazin-2-yl)picolinate 41-3 (1.11 g, 4.32 mmol) in dichloromethane (4.5 mL) was added TFA (4.5 mL) dropwise at room temperature. The mixture was stirred for 10 hours, and then the solvents were removed by rotary evaporation. The resulting pale yellow oil was further dried under lyophilizer to afford 5-(pyrazin-2-yl)picolinic acid 41-4 in TFA salt as a pale yellow solid. MS m/z 202.1 (M+1)

Workup

  1. customthe solvents were removed by rotary evaporation
  2. customThe resulting pale yellow oil was further dried under lyophilizer

Sources & evidence

ORD record
ord-2f2a7d714def42dd96e0a3b0b40b6bf4
Source dataset
uspto-grants-2015_11
Patent number
US09181235B2

Reaction notes

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