Triethylamine → HCID 89782916, compound

HRID 58050Notes

Reaction equation

HRID 58050 reaction equation
[Br:1][C:2]1[C:7](=[O:8])[N:6]([CH3:9])[C:5]([CH3:10])=[C:4]([C:11]([OH:13])=O)[CH:3]=1.[CH3:14][N:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1.CCN(CC)CC>CN(C=O)C>[Br:1][C:2]1[C:7](=[O:8])[N:6]([CH3:9])[C:5]([CH3:10])=[C:4]([C:11]([N:18]2[CH2:19][CH2:20][N:15]([CH3:14])[CH2:16][CH2:17]2)=[O:13])[CH:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 531671-MethylpiperazineHCID 897817675-Bromo-1,2-dimethyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid

Product 1

HCID 89782916HCID 89782916, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 5-bromo-1,2-dimethyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid (70 mg, 0.284 mmol), 1-methylpiperazine (28.5 mg, 0.284 mmol), Et3N (0.1 mL) and 2-(1H-benzo[d][1,2,3]triazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate(V) (108 mg, 0.284 mmol) in DMF (3 mL) was stirred at room temperature for 2 hours. The reaction mixture was subsequently purified via preparative HPLC, eluting with a gradient of 20-70% ACN in H2O (containing 10 mM NH4HCO3) to give the title compound.

Workup

  1. customThe reaction mixture was subsequently purified via preparative HPLC
  2. washeluting with a gradient of 20-70% ACN in H2O (containing 10 mM NH4HCO3)

Sources & evidence

ORD record
ord-bee313cd09ff46b5a63b767a5a819676
Source dataset
uspto-grants-2016_09
Patent number
US09434743B2

Reaction notes

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