Boronic acid, B-(2-(((1,1-dimethylethyl)amino)sulfonyl)phenyl)- → HCID 90313798, compound

HRID 1524101Notes

Reaction equation

HRID 1524101 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].Cl[C:19]1[CH:20]=[C:21]([F:32])[C:22]([C:25]2[CH:26]=[N:27][C:28]([NH2:31])=[N:29][CH:30]=2)=[N:23][CH:24]=1>>[NH2:31][C:28]1[N:27]=[CH:26][C:25]([C:22]2[N:23]=[CH:24][C:19]([C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=3[S:6]([NH:5][C:1]([CH3:4])([CH3:3])[CH3:2])(=[O:8])=[O:7])=[CH:20][C:21]=2[F:32])=[CH:30][N:29]=1

Participants

3

Reactant 2

HCID 4997616Boronic acid, B-(2-(((1,1-dimethylethyl)amino)sulfonyl)phenyl)-HCID 90312736HCID 90312736, compound

Product 1

HCID 90313798HCID 90313798, compound

Procedure

The title compound was prepared in a manner similar to that described in Example 427 using (2-(N-(tert-butyl)sulfamoyl)phenyl)boronic acid and 5-(5-chloro-3-fluoropyridin-2-yl)pyrimidin-2-amine. MS (ESI): mass calcd. for C19H20FN5O2S, 401.13; m/z found, 402.1 [M+H]+. 1H NMR (400 MHz, CD3OD) δ 8.97 (d, J=1.1, 2H), 8.50-8.44 (m, 1H), 8.17 (dd, J=8.0, 1.3, 1H), 7.79 (dd, J=12.0, 1.8, 1H), 7.70 (m, 1H), 7.63 (m, 1H), 7.43 (dd, J=7.5, 1.5, 1H), 1.09 (s, 9H).

Sources & evidence

ORD record
ord-6ec663ac84554ed6aff69969cf9c1803
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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