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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 531521Generated: October 31, 2026

Sodium Carbonate → N-(3-(3-(1-(3-fluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2,6-dimethoxy phenyl)methanesulfonamide

https://huagongshe.com/reaction/531521

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1-(3-Fluoro-benzyl)-3,5-dimethyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazoleHCID 90030671—
ReactantN-(3-(3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2,6-dimethoxyphenyl) methane sulfonamideHCID 90031006—
CatalystHCID 178418476HCID 178418476—
SolventEthanol toluene waterHCID 86587398—
ProductN-(3-(3-(1-(3-fluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2,6-dimethoxy phenyl)methanesulfonamideHCID 9003028364.5%

Reaction Steps

Using similar reaction conditions as described in step-ii of example-1, N-(3-(3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2,6-dimethoxyphenyl) methane sulfonamide (intermediate 34) (55 mg, 0.485 mmol) was coupled with 1-(3-fluorobenzyl)-3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (intermediate-16) (57.8 mg, 0.175 mmol) in sodium carbonate (28 mg, 0.263 mmol), Pd(PPh3)2Cl2 (3.0 mg, 0.0043 mmol), Toluene/ethanol/water (10/5/2 ml) to give 40 mg (64.5% yield) of titled compound. MS: m/z=704.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353107B2
Source datasetuspto-grants-2016_05
ORD IDord-404c44ce61394699905ffaa074d20389
Source noteuspto-grants-2016_05