2-Bromo-5-(trifluoromethyl)benzenesulfonamide → HCID 90313896, compound

HRID 1523888Notes

Reaction equation

HRID 1523888 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]([NH2:15])(=[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>>[NH2:38][C:35]1[N:36]=[CH:37][C:32]([C:18]2[CH:19]=[CH:20][C:21]([C:2]3[C:3]([S:12]([NH2:15])(=[O:14])=[O:13])=[CH:4][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:6][CH:7]=3)=[CH:22][C:17]=2[F:16])=[CH:33][N:34]=1

Participants

3

Reactant 2

HCID 27783952-Bromo-5-(trifluoromethyl)benzenesulfonamideHCID 903131425-(2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrimidin-2-amine

Product 1

HCID 90313896HCID 90313896, compound

Procedure

The title compound was prepared in a manner similar to that described in Example 88 using 2-bromo-5-(trifluoromethyl)benzenesulfonamide 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 C17H12F4N4O2S, 412.06; m/z found, 413.0 [M+H]+. 1H NMR (500 MHz, CD3OD) δ 8.56-8.53 (d, J=1.4, 2H), 8.43-8.40 (m, 1H), 7.98-7.92 (d, J=7.7, 1H), 7.63-7.58 (d, J=8.0, 1H), 7.58-7.52 (m, 1H), 7.37-7.35 (m, 1H), 7.35-7.32 (m, 1H).

Sources & evidence

ORD record
ord-a905940d57fd4ca3a985dfb11288d6cf
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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