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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 531569Generated: October 30, 2026

Sodium Carbonate → HCID 90031368, compound

https://huagongshe.com/reaction/531569

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—
ReactantHCID 90064815HCID 90064815—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventEthanol toluene waterHCID 86587398—
ProductHCID 90031368HCID 90031368—

Reaction Steps

Using similar reaction conditions as described in step-ii of intermediate 1, 2-(4-(4-(3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperazin-1-yl)-N,N-dimethylethanamine (intermediate 49) (150 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) (157 mg, 0.477 mmol) in sodium carbonate (76 mg, 0.716 mmol), PdCl2(dppf) (8.7 mg, 0.011 mmol), Toluene/ethanol/water (15/7.5/1.5 ml) to afford 192 mg yield % of the crude titled compound. MS: m/z=706.0 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353107B2
Source datasetuspto-grants-2016_05
ORD IDord-2a69cff4873e4e359a32873062aeace8
Source noteuspto-grants-2016_05