2-Amino-6-Chloropyrazine → 6-(4-Methylsulfonylphenyl)pyrazin-2-amine

HRID 472366Notes

Reaction equation

HRID 472366 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[N:4][CH:3]=1.[CH3:9][S:10]([C:13]1[CH:18]=[CH:17][C:16](B(O)O)=[CH:15][CH:14]=1)(=[O:12])=[O:11]>>[CH3:9][S:10]([C:13]1[CH:18]=[CH:17][C:16]([C:2]2[N:7]=[C:6]([NH2:8])[CH:5]=[N:4][CH:3]=2)=[CH:15][CH:14]=1)(=[O:12])=[O:11]

Participants

3

Reactant 2

HCID 1184582-Amino-6-ChloropyrazineHCID 27343644-(Methanesulfonyl)phenylboronic acid

Product 1

HCID 674787616-(4-Methylsulfonylphenyl)pyrazin-2-amine

Procedure

6-(4-Methanesulfonyl-phenyl)-pyrazin-2-ylamine was prepared from 6-chloro-pyrazin-2-ylamine and (4-methylsulfonylphenyl)boronic acid in a manner analogous to Step 2c to afford an off-white solid (99%). 1H NMR (400 MHz, (D3C)2SO, δ, ppm): 8.39 (s, 1H), 8.25 (d, 7.6 Hz, 2H) 8.02 (d, 7.6 Hz, 2H), 7.95 (s, 1H), 6.70 (bs, 2H), 3.26 (s, 3H).

Sources & evidence

ORD record
ord-c79656b072944852869aef1d9a8be950
Source dataset
uspto-grants-2014_01
Patent number
US08633173B2

Reaction notes

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