2-Cyanophenylboronic acid → HCID 90314511, compound

HRID 1524115Notes

Reaction equation

HRID 1524115 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[CH:10][C:11]([NH2:14])=[N:12][CH:13]=2)=[C:4]([F:15])[CH:3]=1.[C:16]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1B(O)O)#[N:17]>>[NH2:14][C:11]1[N:12]=[CH:13][C:8]([C:5]2[CH:6]=[CH:7][C:2]([C:19]3[C:18]([C:16]#[N:17])=[CH:23][CH:22]=[CH:21][CH:20]=3)=[CH:3][C:4]=2[F:15])=[N:9][CH:10]=1

Participants

3

Reactant 2

HCID 27346102-Cyanophenylboronic acidHCID 903128885-(4-Bromo-2-fluorophenyl)pyrazin-2-amine

Product 1

HCID 90314511HCID 90314511, compound

Procedure

The title compound was prepared using conditions analogous to those used to make Example 6 utilizing 5-(4-bromo-2-fluorophenyl)pyrazin-2-amine and (2-cyanophenyl)boronic acid. MS (ESI): mass calcd. for C17H11FN4, 290.10; m/z found, 291.1 [M+H]+. 1H NMR (400 MHz, DMSO-d6) δ 8.42 (s, 1H), 8.05-7.98 (m, 3H), 7.83 (m, 1H), 7.71 (d, J=7.6, 1H), 7.66-7.47 (m, 3H), 6.77 (s, 2H).

Sources & evidence

ORD record
ord-917f6c19c88443f491fe3ea7696c83ec
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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