Methylamine → HCID 68205821, compound

Reaction equation

Cl[C:2]1[C:3]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N:4][CH:5]=[CH:6][N:7]=1.[CH3:15][NH2:16]>>[CH3:15][NH:16][C:2]1[C:3]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N:4][CH:5]=[CH:6][N:7]=1

Participants

Reactant 2

HCID 6329Methylamine

HCID 61699136HCID 61699136, compound

Product 1

HCID 68205821HCID 68205821, compoundYield 57.3%

Procedure

3-chloro-N-phenylpyrazin-2-amine (4.5 g, 21.22 mmol) was stirred with methyl amine (20.59 g, 20.9 mmol, 33 wt % in THF) under reflux overnight. The solvent was evaporated and the residue was purified by column chromatography using 50% ethyl acetate and hexanes to give N2-methyl-N3-phenylpyrazine-2,3-diamine (2.4 g, 54.8%).

Workup

temperatureunder reflux overnight
customThe solvent was evaporated
customthe residue was purified by column chromatography

Sources & evidence

ORD record: ord-3981719619e14fde80b5daa7b997ebc8
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08883322B2

Reaction notes

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