Boronic acid, B-(2-(((1,1-dimethylethyl)amino)sulfonyl)phenyl)- → HCID 90314458, compound

HRID 1524164Notes

Reaction equation

HRID 1524164 reaction equation
[C:1]([NH:5][S:6]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1B(O)O)(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2].Br[C:19]1[CH:24]=[CH:23][C:22]([C:25]2[N:26]=[CH:27][C:28]([NH2:31])=[N:29][CH:30]=2)=[C:21]([F:32])[C:20]=1[O:33][CH3:34]>>[NH2:31][C:28]1[N:29]=[CH:30][C:25]([C:22]2[CH:23]=[CH:24][C:19]([C:10]3[C:9]([S:6]([NH:5][C:1]([CH3:4])([CH3:3])[CH3:2])(=[O:8])=[O:7])=[CH:14][CH:13]=[CH:12][CH:11]=3)=[C:20]([O:33][CH3:34])[C:21]=2[F:32])=[N:26][CH:27]=1

Participants

3

Reactant 2

HCID 4997616Boronic acid, B-(2-(((1,1-dimethylethyl)amino)sulfonyl)phenyl)-HCID 90310609HCID 90310609, compound

Product 1

HCID 90314458HCID 90314458, compound

Procedure

The title compound was prepared by a method analogous to Example 461 using (2-(N-(tert-butyl)sulfamoyl)phenyl)boronic acid and 5-(4-bromo-2-fluoro-3-methoxyphenyl)pyrazin-2-amine. MS (ESI): mass calcd. for C21H23FN4O3S, 430.15; m/z found, 431.1 [M+H]+. 1H NMR (400 MHz, CDCl3) δ 8.53-8.48 (m, 1H), 8.19 (dd, J=7.9, 1.4, 1H), 8.08 (d, J=1.5, 1H), 7.64-7.55 (m, 2H), 7.52 (m, 1H), 7.29 (dd, J=7.4, 1.4, 1H), 7.18 (dd, J=8.2, 1.4, 1H), 4.80 (s, 2H), 4.42 (s, 1H), 3.85 (d, J=1.8, 3H), 1.21 (s, 9H).

Sources & evidence

ORD record
ord-ec07c0f3544c40728cb0c682d5554edd
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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