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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052623Generated: November 3, 2026

Sodium Carbonate → HCID 131736238, compound

https://huagongshe.com/reaction/1052623

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)-1H-pyrazoleHCID 46738026—
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—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 131736238HCID 13173623845%

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 (50 mg, 0.08 mmol) was treated with 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)-1H-pyrazole (58 mg, 0.21 mmol), sodium carbonate (22 mg, 0.21 mmols), and bis(triphenylphosphine)palladium(II) dichloride (6 mg, 0.01 mmol) in 1,2-dimethoxyethane (2.0 ml) and water (0.50 ml) according to the method described in Preparation 62. The residue was purified using SP1® Purification System (0% to 100%, dichloromethane diethyl ether) to give 38 mg (45% yield, 66% purity) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388189B2
Source datasetuspto-grants-2016_07
ORD IDord-ea52ad1b4a714b13b120c96a347adfdd
Source noteuspto-grants-2016_07