Potassium Carbonate → HCID 66742608, compound

HRID 1431125Notes

Reaction equation

HRID 1431125 reaction equation
Br[C:2]1[C:3]([N+:8]([O-:10])=[O:9])=[N:4][CH:5]=[CH:6][N:7]=1.C([O-])([O-])=O.[K+].[K+].[CH3:17][N:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1>O1CCOCC1>[CH3:17][N:18]1[CH2:23][CH2:22][N:21]([C:6]2[CH:5]=[N:4][C:3]([N+:8]([O-:10])=[O:9])=[CH:2][N:7]=2)[CH2:20][CH2:19]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 531671-MethylpiperazineHCID 86662319HCID 86662319, compound

Product 1

HCID 66742608HCID 66742608, compoundYield 99.9%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
70 °C

Procedure

In a 15 mL argon dried microwave reaction vial, was added bromonitropyrazine (300 mg, 1.47 mmoL, Eq: 1.00) and K2CO3 (264 mg, 1.91 mmoL, Eq: 1.3) under argon to give a light yellow slurry. N-methylpiperazine (192 mg, 212 μl, 1.91 mmol, Eq: 1.3) was added dropwise and the reaction mixture became an orange yellow thick slurry. Heated to 70° C. in an oil bath for 1.5 hrs then stirred at room temperature overnight. The reaction mixture was diluted with dioxane (10 mL), filtered through a fitted funnel and washed with DCM (10 mL). The combined filtrate and washes were concentrated to dryness to give a yellow solid (328 mg, yield 89%) which was used directly in the next step.

Workup

  1. customIn a 15 mL argon dried microwave reaction vial
  2. customto give a light yellow slurry
  3. filtrationfiltered through a fitted funnel
  4. washwashed with DCM (10 mL)
  5. concentrationThe combined filtrate and washes were concentrated to dryness

Sources & evidence

ORD record
ord-8a83ed9d795b4c44b1d964749eccd12a
Source dataset
uspto-grants-2015_01
Patent number
US08940741B2

Reaction notes

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