6-(4-Methylpiperazin-1-yl)pyridin-3-amine → HCID 58044167, compound

HRID 1919134Notes

Reaction equation

HRID 1919134 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[N:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=2)[CH2:4][CH2:3]1.Br[C:16]1[C:17](=[O:24])[N:18]([CH3:23])[CH:19]=[C:20]([Br:22])[N:21]=1>C(O)(C)C>[Br:22][C:20]1[N:21]=[C:16]([NH:14][C:11]2[CH:12]=[N:13][C:8]([N:5]3[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]3)=[CH:9][CH:10]=2)[C:17](=[O:24])[N:18]([CH3:23])[CH:19]=1

Participants

4

Reactant 2

HCID 27633906-(4-Methylpiperazin-1-yl)pyridin-3-amineHCID 130629693,5-Dibromo-1-methyl-1H-pyrazin-2-one

Product 1

HCID 58044167HCID 58044167, compoundYield 30%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 6-(4-methylpiperazin-1-yl)pyridin-3-amine (1 g, 5.2 mmol) prepared according to US 2009/0318448, 3,5-dibromo-1-methylpyrazin-2(1H)-one (1.7 g, 6.2 mmol), and isopropanol (20 mL) was stirred at reflux for 16 h. After the reaction was completed, the solvent was removed to give 331a as a brown solid (500 mg, 30%). MS: [M+H]+ 379.

Workup

  1. customprepared
  2. temperatureat reflux for 16 h
  3. customthe solvent was removed

Sources & evidence

ORD record
ord-540ad534e8684640b9cc404853b7573e
Source dataset
uspto-grants-2013_12
Patent number
US08618107B2

Reaction notes

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