(2-Methoxypyridin-3-yl)boronic acid → HCID 90313300, compound

HRID 1523926Notes

Reaction equation

HRID 1523926 reaction equation
[CH3:1][O:2][C:3]1[C:8](B(O)O)=[CH:7][CH:6]=[CH:5][N:4]=1.Br[C:13]1[CH:18]=[CH:17][C:16]([C:19]2[N:20]=[CH:21][C:22]([NH2:25])=[N:23][CH:24]=2)=[C:15]([F:26])[CH:14]=1>>[F:26][C:15]1[CH:14]=[C:13]([C:8]2[C:3]([O:2][CH3:1])=[N:4][CH:5]=[CH:6][CH:7]=2)[CH:18]=[CH:17][C:16]=1[C:19]1[N:20]=[CH:21][C:22]([NH2:25])=[N:23][CH:24]=1

Participants

3

Reactant 2

HCID 2762709(2-Methoxypyridin-3-yl)boronic acidHCID 903128885-(4-Bromo-2-fluorophenyl)pyrazin-2-amine

Product 1

HCID 90313300HCID 90313300, compound

Procedure

The title compound was prepared using methods analogous to those described in Example 369 using (2-(methoxy)pyridin-3-yl)boronic acid and 5-(4-bromo-2-fluorophenyl)pyrazin-2-amine in Step B. MS (ESI): mass calcd. for C16H13FN4O, 296.11; m/z found, 297.1 [M+H]+. 1H NMR (400 MHz, CDCl3) δ 8.62-8.56 (m, 1H), 8.19 (dd, J=1.9, 5.0, 1H), 8.12 (d, J=1.5, 1H), 8.01-7.94 (m, 1H), 7.70-7.65 (m, 1H), 7.48-7.41 (m, 2H), 7.00 (dd, J=5.0, 7.31, 1H), 4.66 (s, 2H), 4.00 (s, 3H).

Sources & evidence

ORD record
ord-e2003fe0d68f454eb06ec2bc0d300d03
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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