5-bromo-1H-pyrrolo(2,3-b)pyridine-3-carbaldehyde → 3'-fluoro-4'-(3-formyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-N-methyl-[1,1'-biphenyl]-2-sulfonamide

HRID 1523956Notes

Reaction equation

HRID 1523956 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.[F:13][C:14]1[CH:15]=[C:16]([C:29]2[C:30]([S:35]([NH:38][CH3:39])(=[O:37])=[O:36])=[CH:31][CH:32]=[CH:33][CH:34]=2)[CH:17]=[CH:18][C:19]=1B1OC(C)(C)C(C)(C)O1>>[F:13][C:14]1[CH:15]=[C:16]([C:29]2[C:30]([S:35]([NH:38][CH3:39])(=[O:37])=[O:36])=[CH:31][CH:32]=[CH:33][CH:34]=2)[CH:17]=[CH:18][C:19]=1[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

Participants

3

Reactant 2

HCID 247296055-bromo-1H-pyrrolo(2,3-b)pyridine-3-carbaldehydeHCID 903132023'-Fluoro-N-methyl-4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1'-biphenyl]-2-sulfonamide

Product 1

HCID 903128853'-fluoro-4'-(3-formyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-N-methyl-[1,1'-biphenyl]-2-sulfonamide

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 3′-fluoro-N-methyl-4′-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1′-biphenyl]-2-sulfonamide. MS (ESI): mass calcd. for C21H16FN3O3S, 409.09; m/z found, 410.2 [M+H]+.

Sources & evidence

ORD record
ord-e26e5688b5fc4389a81ce2291d7889d8
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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