3-Amino-6-bromo-N-methylpyrazine-2-carboxamide → HCID 68650263, compound

HRID 646695Notes

Reaction equation

HRID 646695 reaction equation
[C:1]1([CH2:7][NH:8][C:9]([C:11]2[CH:12]=[N:13][CH:14]=[C:15](B3OC(C)(C)C(C)(C)O3)[CH:16]=2)=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:26][C:27]1[C:28]([C:34]([NH:36][CH3:37])=[O:35])=[N:29][C:30](Br)=[CH:31][N:32]=1>>[NH2:26][C:27]1[C:28]([C:34]([NH:36][CH3:37])=[O:35])=[N:29][C:30]([C:15]2[CH:14]=[N:13][CH:12]=[C:11]([C:9]([NH:8][CH2:7][C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)=[O:10])[CH:16]=2)=[CH:31][N:32]=1

Participants

3

Reactant 2

HCID 151481213-Amino-6-bromo-N-methylpyrazine-2-carboxamideHCID 68651461N-(Phenylmethyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-pyridinecarboxamide

Product 1

HCID 68650263HCID 68650263, compoundYield 38%

Procedure

3-amino-N-methyl-6-(5-{[(phenylmethyl)amino]carbonyl}pyridin-3-yl)pyrazine-2-carboxamide was synthesized according to the procedure described above from N-(phenylmethyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-carboxamide and 3-amino-6-bromo-N-methyl-2-pyrazincarboxamide. Yield 38%. 1H NMR (400 MHz, d6-DMSO): 9.58 (d, 1H), 9.36 (t, 1H), 9.02 (m, 3H), 8.86 (t, 1H), 7.34 (m, 4H), 7.24 (m, 1H), 4.50 (d, 2H), 2.83 (d, 3H); MS (EI) for C19H18N6O2: 363 (MH+).

Sources & evidence

ORD record
ord-7221184bc7664a14ba04525b224d546c
Source dataset
uspto-grants-2010_04
Patent number
US07704995B2

Reaction notes

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