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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052485Generated: November 1, 2026

Sodium Carbonate → (S)-N-Methyl-N-(3-(4-((1-(5-methyl-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl)amino)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)phenyl)methanesulfonamide

https://huagongshe.com/reaction/1052485

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantN-Methyl-N-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanesulfonamideHCID 57416160—
Reactant(S)-2-(1-((5-Bromo-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-oneHCID 131736122—
CatalystHCID 178418476HCID 178418476—
Product(S)-N-Methyl-N-(3-(4-((1-(5-methyl-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl)amino)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)phenyl)methanesulfonamideHCID 13173616793%

Reaction Steps

(S)-2-(1-((5-Bromo-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one (131 mg, 0.22 mmol) was treated with N-methyl-N-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanesulfonamide (170 mg, 0.55 mmol, prepared according to WO 2006015829 A1 20060216), sodium carbonate (62 mg, 0.58 mmols) and bis(triphenylphosphine)palladium(II) dichloride (55 mg, 0.07 mmol) according to the method described in Preparation 62. The residue was purified using SP1® Purification System (0% to 100%, hexane-ethyl ether) to give 143 mg (92% yield) of the title compound. Purity 99%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388189B2
Source datasetuspto-grants-2016_07
ORD IDord-d9d2540e396448858e2e7dea33faa922
Source noteuspto-grants-2016_07