Phenylboronic Acid → HCID 90312691, compound

HRID 1524163Notes

Reaction equation

HRID 1524163 reaction equation
[C:1]1(B(O)O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[C:11]1[CH:16]=[CH:15][C:14]([C:17]2[N:18]=[CH:19][C:20]([NH2:23])=[N:21][CH:22]=2)=[C:13]([F:24])[C:12]=1[O:25][CH3:26]>>[F:24][C:13]1[C:12]([O:25][CH3:26])=[C:11]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH:16]=[CH:15][C:14]=1[C:17]1[N:18]=[CH:19][C:20]([NH2:23])=[N:21][CH:22]=1

Participants

3

Reactant 2

HCID 66827Phenylboronic AcidHCID 90310609HCID 90310609, compound

Product 1

HCID 90312691HCID 90312691, compound

Procedure

The title compound was prepared by a method analogous to Example 461 using phenylboronic acid and 5-(4-bromo-2-fluoro-3-methoxyphenyl)pyrazin-2-amine. MS (ESI): mass calcd. for C17H14FN3O, 295.11; m/z found, 296.1 [M+H]+. 1H NMR (500 MHz, CDCl3) δ 8.58-8.55 (m, 1H), 8.12 (d, J=1.5, 1H), 7.65 (dd, J=8.1, 7.5, 1H), 7.61-7.54 (m, 2H), 7.48-7.42 (m, 2H), 7.41-7.34 (m, 1H), 7.23 (dd, J=8.2, 1.4, 1H), 4.69 (s, 2H), 3.74 (d, J=0.9, 3H).

Sources & evidence

ORD record
ord-acb52f7e03dd41d7b37fe8de2293f03b
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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