5-bromo-7-nitroindole → HCID 90314538, compound

HRID 1523958Notes

Reaction equation

HRID 1523958 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([N+:11]([O-:13])=[O:12])[CH:10]=1)[NH:7][CH:6]=[CH:5]2.[C:14]([NH:18][S:19]([C:22]1[C:23]([C:28]2[CH:33]=[CH:32][C:31](B3OC(C)(C)C(C)(C)O3)=[C:30]([F:43])[CH:29]=2)=[CH:24][CH:25]=[CH:26][CH:27]=1)(=[O:21])=[O:20])([CH3:17])([CH3:16])[CH3:15]>>[C:14]([NH:18][S:19]([C:22]1[C:23]([C:28]2[CH:33]=[CH:32][C:31]([C:2]3[CH:3]=[C:4]4[C:8](=[C:9]([N+:11]([O-:13])=[O:12])[CH:10]=3)[NH:7][CH:6]=[CH:5]4)=[C:30]([F:43])[CH:29]=2)=[CH:24][CH:25]=[CH:26][CH:27]=1)(=[O:21])=[O:20])([CH3:17])([CH3:15])[CH3:16]

Participants

3

Reactant 2

HCID 8166855-bromo-7-nitroindoleHCID 90313401N-(tert-butyl)-3'-fluoro-4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1'-biphenyl]-2-sulfonamide

Product 1

HCID 90314538HCID 90314538, compound

Procedure

The title compound was prepared using analogous conditions to those described in Example 88 using 5-bromo-7-nitroindole and N-(tert-butyl)-3′-fluoro-4′-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1′-biphenyl]-2-sulfonamide. 1H NMR (400 MHz, CDCl3) δ 8.42 (s, 1H), 8.27-8.18 (m, 2H), 7.65-7.58 (m, 2H), 7.58-7.50 (m, 1H), 7.50-7.35 (m, 4H), 6.83-6.77 (m, 1H), 1.17-1.03 (m, 9H).

Sources & evidence

ORD record
ord-35a5501a671c465d88d4c3c8e6b9e2da
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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