2-Amino-6-Chloropyrazine → 6-(4-Fluorophenyl)-2-pyrazinamine

Reaction equation

[NH2:1][C:2]1[CH:7]=[N:6][CH:5]=[C:4](Cl)[N:3]=1.[F:9][C:10]1[CH:15]=[CH:14][C:13](B(O)O)=[CH:12][CH:11]=1>>[F:9][C:10]1[CH:15]=[CH:14][C:13]([C:4]2[N:3]=[C:2]([NH2:1])[CH:7]=[N:6][CH:5]=2)=[CH:12][CH:11]=1

Participants

Reactant 2

HCID 1184582-Amino-6-Chloropyrazine

HCID 2856454-Fluorophenylboronic acid

Product 1

HCID 457883396-(4-Fluorophenyl)-2-pyrazinamine

Procedure

Prepared in analogy to example 1d, starting from 2-amino-6-chloropyrazine and 4-fluorobenzeneboronic acid. The title compound was obtained as a slightly brown solid (yield: 91%).

Workup

customPrepared in analogy to example 1d

Sources & evidence

ORD record: ord-cdf50d7a95e2483d9144d71230f35670
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08486967B2

Reaction notes

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