1-Methylpiperazine → HCID 58446993, compound

HRID 1045766Notes

Reaction equation

HRID 1045766 reaction equation
[Br:1][C:2]1[C:3]([NH2:12])=[C:4]([N+:9]([O-:11])=[O:10])[C:5](Cl)=[N:6][CH:7]=1.[CH3:13][N:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1>C(O)C>[Br:1][C:2]1[C:3]([NH2:12])=[C:4]([N+:9]([O-:11])=[O:10])[C:5]([N:17]2[CH2:18][CH2:19][N:14]([CH3:13])[CH2:15][CH2:16]2)=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 57336666HCID 57336666, compound

Product 1

HCID 58446993HCID 58446993, compoundYield 64.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
130 °C

Procedure

A 20 mL microwave reaction tube was charged with 5-bromo-2-chloro-3-nitropyridin-4-amine (1.0 g, 3.9 mmol), N-methylpiperazine (0.78 g, 7.8 mmol) and anhydrous ethanol (15 mL). The resulting solution was heated at 130° C. for 1 h in a Biotage microwave reactor. The solvent was evaporated and the residue was purified by flash column chromatography on silica gel with 10% MeOH in CH2Cl2, to afford 0.80 g (64%) of the product as a white solid. MS m/z: 316 (M+H+).

Workup

  1. customThe solvent was evaporated
  2. customthe residue was purified by flash column chromatography on silica gel with 10% MeOH in CH2Cl2

Sources & evidence

ORD record
ord-ef7d6d8a11e84cbc848ee6f78e6caafa
Source dataset
uspto-grants-2013_10
Patent number
US08569300B2

Reaction notes

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