2-Amino-3-chloropyrazine → 3-Methoxypyrazin-2-amine

HRID 1396903Notes

Reaction equation

HRID 1396903 reaction equation
Cl[C:2]1[C:3]([NH2:8])=[N:4][CH:5]=[CH:6][N:7]=1.[CH3:9][O-:10].[Na+]>CO>[CH3:9][O:10][C:2]1[C:3]([NH2:8])=[N:4][CH:5]=[CH:6][N:7]=1

Participants

4

Reactant 2

HCID 2762242-Amino-3-chloropyrazineHCID 10942334Sodium Methoxide

Product 1

HCID 124898513-Methoxypyrazin-2-amineYield 59%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
130 °C

Procedure

A mixture of 3-chloro-2-pyrazinamine (200 mg, 1.544 mmol) and sodium methoxide (250 mg, 4.63 mmol) in methanol (3.9 ml) was heated to 130° C. via a microwave reactor for 60 min. The crude product mixture was purified by RP-HPLC to give 3-(methyloxy)-2-pyrazinamine (113 mg, 0.903 mmol, 59% yield). MS (ES+) m/z 125.8 (MH+).

Workup

  1. customThe crude product mixture was purified by RP-HPLC

Sources & evidence

ORD record
ord-c7efe8e25b14440ba0a57d17898d6360
Source dataset
uspto-grants-2014_12
Patent number
US08901119B2

Reaction notes

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