1-Bromo-2-(methanesulfonyl)-4-(trifluoromethyl)benzene → HCID 90312877, compound

HRID 1523889Notes

Reaction equation

HRID 1523889 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[S:12]([CH3:15])(=[O:14])=[O:13].[F:16][C:17]1[CH:22]=[C:21](B2OC(C)(C)C(C)(C)O2)[CH:20]=[CH:19][C:18]=1[C:32]1[CH:33]=[N:34][C:35]([NH2:38])=[N:36][CH:37]=1>>[F:16][C:17]1[CH:22]=[C:21]([C:2]2[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=2[S:12]([CH3:15])(=[O:14])=[O:13])[CH:20]=[CH:19][C:18]=1[C:32]1[CH:37]=[N:36][C:35]([NH2:38])=[N:34][CH:33]=1

Participants

3

Reactant 2

HCID 532169991-Bromo-2-(methanesulfonyl)-4-(trifluoromethyl)benzeneHCID 903131425-(2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrimidin-2-amine

Product 1

HCID 90312877HCID 90312877, compound

Procedure

The title compound was prepared in a manner similar to that described in Example 88 using 1-bromo-2-(methylsulfonyl)-4-(trifluoromethyl)benzene and 5-(2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrimidin-2-amine. MS (ESI): mass calcd. for C18H13F4N3O2S, 411.07; m/z found, 412.0 [M+H]+. 1H NMR (500 MHz, CD3OD) δ 8.61-8.51 (d, J=1.4, 2H), 8.44 (s, 1H), 8.11-8.05 (d, J=7.5, 1H), 7.72-7.66 (d, J=8.0, 1H), 7.66-7.59 (m, 1H), 7.45-7.35 (m, 2H), 2.89 (s, 3H).

Sources & evidence

ORD record
ord-7f018e46c2ee40328caa7f3d0fed14cc
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

Loading…