{2-[(Methanesulfonyl)amino]phenyl}boronic acid → HCID 90314393, compound

HRID 1524165Notes

Reaction equation

HRID 1524165 reaction equation
[CH3:1][S:2]([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1B(O)O)(=[O:4])=[O:3].Br[C:16]1[CH:21]=[CH:20][C:19]([C:22]2[N:23]=[CH:24][C:25]([NH2:28])=[N:26][CH:27]=2)=[C:18]([F:29])[C:17]=1[O:30][CH3:31]>>[NH2:28][C:25]1[N:26]=[CH:27][C:22]([C:19]2[CH:20]=[CH:21][C:16]([C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=3[NH:5][S:2]([CH3:1])(=[O:4])=[O:3])=[C:17]([O:30][CH3:31])[C:18]=2[F:29])=[N:23][CH:24]=1

Participants

3

Reactant 2

HCID 2773533{2-[(Methanesulfonyl)amino]phenyl}boronic acidHCID 90310609HCID 90310609, compound

Product 1

HCID 90314393HCID 90314393, compound

Procedure

The title compound was prepared by a method analogous to Example 461 using (2-(methylsulfonamido)phenyl)boronic acid and 5-(4-bromo-2-fluoro-3-methoxyphenyl)pyrazin-2-amine. MS (ESI): mass calcd. for C18H17FN4O3S, 388.10; m/z found, 389.1 [M+H]+. 1H NMR (400 MHz, CDCl3) δ 8.59 (dd, J=2.3, 1.6, 1H), 8.12 (d, J=1.5, 1H), 7.75 (dd, J=8.2, 7.2, 1H), 7.69 (d, J=8.0, 1H), 7.46 (m, 1H), 7.37-7.32 (m, 2H), 7.15 (dd, J=8.2, 1.5, 1H), 7.10 (s, 1H), 4.77 (s, 2H), 3.73 (d, J=1.1, 3H), 2.58 (s, 3H).

Sources & evidence

ORD record
ord-450b95594818426594b1b084dd433750
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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