1-Methylpiperazine → HCID 89783155, compound

HRID 58041Notes

Reaction equation

HRID 58041 reaction equation
[Br:1][C:2]1[C:7](=[O:8])[NH:6][CH:5]=[C:4]([C:9]([OH:11])=O)[CH:3]=1.[CH3:12][N:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1>CN(C=O)C>[Br:1][C:2]1[C:7](=[O:8])[NH:6][CH:5]=[C:4]([C:9]([N:16]2[CH2:17][CH2:18][N:13]([CH3:12])[CH2:14][CH2:15]2)=[O:11])[CH:3]=1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 27643145-Bromo-6-oxo-1,6-dihydropyridine-3-carboxylic acid

Product 1

HCID 89783155HCID 89783155, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a mixture of 5-bromo-6-oxo-1,6-dihydropyridine-3-carboxylic acid (500 mg, 2.294 mmol) and 2-(1H-benzo[d][1,2,3]triazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate(V) (1044 mg, 2.75 mmol) in DMF (6 mL) was added 1-methylpiperazine (0.382 mL, 3.44 mmol). The mixture was stirred at room temperature for 2 hours and was purified via preparative HPLC, eluting with a gradient of 10-50% ACN (containing 0.035% TFA) in H2O (containing 0.05% TFA). The product-containing fractions were dried under vacuum to give the title compound.

Workup

  1. customwas purified via preparative HPLC
  2. washeluting with a gradient of 10-50% ACN (containing 0.035% TFA) in H2O (containing 0.05% TFA)
  3. customThe product-containing fractions were dried under vacuum

Sources & evidence

ORD record
ord-0c5b8104102b443ea6d4f4321fc5d76a
Source dataset
uspto-grants-2016_09
Patent number
US09434743B2

Reaction notes

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