Boronic acid, B-(2-(((1,1-dimethylethyl)amino)sulfonyl)phenyl)- → HCID 90314190, compound

HRID 1523945Notes

Reaction equation

HRID 1523945 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([C:8]#[N:9])[C:5]([C:10]2[CH:15]=[CH:14][C:13](Br)=[CH:12][C:11]=2[F:17])=[N:4][CH:3]=1.[C:18]([NH:22][S:23]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1B(O)O)(=[O:25])=[O:24])([CH3:21])([CH3:20])[CH3:19]>>[NH2:1][C:2]1[N:7]=[C:6]([C:8]#[N:9])[C:5]([C:10]2[CH:15]=[CH:14][C:13]([C:27]3[C:26]([S:23]([NH:22][C:18]([CH3:21])([CH3:20])[CH3:19])(=[O:24])=[O:25])=[CH:31][CH:30]=[CH:29][CH:28]=3)=[CH:12][C:11]=2[F:17])=[N:4][CH:3]=1

Participants

3

Reactant 2

HCID 4997616Boronic acid, B-(2-(((1,1-dimethylethyl)amino)sulfonyl)phenyl)-HCID 90313603HCID 90313603, compound

Product 1

HCID 90314190HCID 90314190, compound

Procedure

The title compound was prepared using analogous conditions to those described in Example 6 utilizing 6-amino-3-(4-bromo-2-fluorophenyl)pyrazine-2-carbonitrile and (2-(N-(tert-butyl)sulfamoyl)phenyl)boronic acid. MS (ESI): mass calcd. for O21H20FN5O2S, 425.13; m/z found, 426.1 [M+H]+. 1H NMR (600 MHz, CDCl3) δ 8.25 (s, 1H), 8.19 (dd, J=8.0, 1.4, 1H), 7.64-7.56 (m, 2H), 7.54-7.49 (m, 1H), 7.47 (dd, J=7.9, 1.7, 1H), 7.40-7.33 (m, 2H), 1.04 (s, 9H).

Sources & evidence

ORD record
ord-7df3e84e08ec482cb0d2e72434646874
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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