2-Amino-5-bromopyrazine → HCID 90314336, compound

HRID 1524111Notes

Reaction equation

HRID 1524111 reaction equation
[NH2:1][C:2]1[CH:7]=[N:6][C:5](Br)=[CH:4][N:3]=1.[Br:9][C:10]1[CH:15]=[CH:14][C:13](B(O)O)=[C:12]([F:19])[CH:11]=1>COCCOC>[Br:9][C:10]1[CH:15]=[CH:14][C:13]([C:10]2[CH:15]=[CH:14][C:13]([C:5]3[N:6]=[CH:7][C:2]([NH2:1])=[N:3][CH:4]=3)=[C:12]([F:19])[CH:11]=2)=[C:12]([F:19])[CH:11]=1

Participants

4

Reactant 2

HCID 5995392-Amino-5-bromopyrazineHCID 27733334-Bromo-2-fluorobenzeneboronic acid

Product 1

HCID 90314336HCID 90314336, compound

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Conditions

Temperature
100 °C

Procedure

The title compound was prepared in a manner similar to that described for Intermediate D with DME as a solvent, heating at 100° Celsius for 16 hours and using 2-amino-5-bromopyrazine and 4-bromo-2-fluorobenzeneboronic acid. MS (ESI): mass calcd. for C16H10BrF2N3, 361.00; m/z found, 362.0, 364.0 [M+H]+. 1H NMR (400 MHz, CDCl3) δ 8.47 (s, 1H), 8.30 (d, J=1.4, 1H), 8.12-8.02 (m, 1H), 7.49-7.32 (m, 5H), 6.37-5.94 (m, 1H), 6.15 (s, 2H).

Sources & evidence

ORD record
ord-189857be12bd4a2b9185ea5ca340a980
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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