5-bromo-1H-pyrrolo(2,3-b)pyridine-3-carbaldehyde → N-(tert-butyl)-3'-fluoro-4'-(3-formyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-[1,1'-biphenyl]-2-sulfonamide
Reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:10]([CH:11]=[O:12])=[CH:9][NH:8][C:5]2=[N:6][CH:7]=1.[C:13]([NH:17][S:18]([C:21]1[C:22]([C:27]2[CH:32]=[CH:31][C:30](B3OC(C)(C)C(C)(C)O3)=[C:29]([F:42])[CH:28]=2)=[CH:23][CH:24]=[CH:25][CH:26]=1)(=[O:20])=[O:19])([CH3:16])([CH3:15])[CH3:14]>>[C:13]([NH:17][S:18]([C:21]1[C:22]([C:27]2[CH:32]=[CH:31][C:30]([C:2]3[CH:3]=[C:4]4[C:10]([CH:11]=[O:12])=[CH:9][NH:8][C:5]4=[N:6][CH:7]=3)=[C:29]([F:42])[CH:28]=2)=[CH:23][CH:24]=[CH:25][CH:26]=1)(=[O:20])=[O:19])([CH3:16])([CH3:14])[CH3:15]Participants
3
Reactant 2
Product 1
Procedure
The title compound was prepared using analogous conditions to those described in Example 88 using 5-bromo-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde and N-(tert-butyl)-3′-fluoro-4′-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1′-biphenyl]-2-sulfonamide. MS (ESI): mass calcd. for C24H22FN3O3S, 451.14; m/z found, 452.2 [M+H]+.
Sources & evidence
- ORD record
- ord-c7ce3e0aab00441284b753278874c3a3
- Source dataset
- uspto-grants-2015_07
- Patent number
- US09079866B2
Reaction notes
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