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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052629Generated: November 2, 2026

Sodium Carbonate → HCID 131736243, compound

https://huagongshe.com/reaction/1052629

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantHCID 90102151HCID 90102151—
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 178418397HCID 178418397—
ProductHCID 131736243HCID 13173624317.3%

Reaction Conditions

Temperature100 °C

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 (250 mg, 0.42 mmol) was treated with 3-(5-methyl-1,3,4-oxadiazol-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (200 mg, 0.66 mmol), tetrakis(triphenylphosphine)palladium(0) (40 mg, 0.03 mmol) and aqueous solution 2M of sodium carbonate (500 μl, 4.7 mmol) in N,N-dimethylformide (5 ml) according to the method described in Preparation 186 but stirring at 100° C. for 48 h. The crude was purified using SP1® Purification System (hexane-ethyl acetate) to obtain 50 mg (16% yield) of the title compound as a oil. Purity 95%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388189B2
Source datasetuspto-grants-2016_07
ORD IDord-e7b63fdaceda403392173bc5f12dcc10
Source noteuspto-grants-2016_07