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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 531512Generated: October 31, 2026

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

https://huagongshe.com/reaction/531512

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantWater 1,2-dimethoxyethaneHCID 18180031—
ReactantN-(2-(3-(4-methoxyphenoxyl)propoxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanesulfonamideHCID 90030701—
Reactant5-bromo-3-(1-(3-fluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridineHCID 90031306—
ProductN-(5-(3-(1-(3-fluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-(3-((4-methoxybenzyl)oxy)prop oxy)phenyl)methanesulfonamideHCID 11852394741%

Reaction Steps

Using similar reaction conditions as described in step-ii of example-1, 5-bromo-3-(1-(3-fluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (step-i of example-14) (200 mg, 0.3 mmol) was coupled with N-(2-(3-(4-methoxyphenoxyl)propoxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanesulfonamide (intermediate 29) (160 mg, 0.3 mmol) in sodium carbonate (120 mg, 1 mmol) PdCl2 (dppf) (14 mg, 0.001 mmol), 1,2-dimethoxy ethane/water (2/2 mL) to afford 120 mg (41% yield) of the titled compound after purification by column (SiO2-eluted by 30% EA in hexanes).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353107B2
Source datasetuspto-grants-2016_05
ORD IDord-145dd0a85c5d48e8a1b0ffae15357bea
Source noteuspto-grants-2016_05