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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 531881Generated: October 31, 2026

Sodium Carbonate → HCID 131735686, compound

https://huagongshe.com/reaction/531881

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 118535216HCID 118535216—
CatalystHCID 178418476HCID 178418476—
SolventEthanol toluene waterHCID 86587398—
ProductHCID 131735686HCID 131735686—

Reaction Steps

Using similar reaction conditions as described in step-i of example-1, tert-butyl (3-fluoro-5-(3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)pyridin-2-yl)carbamate (intermediate 66T) (150 mg, 0.24 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) (89 mg, 0.27 mmol) using Pd(PPh3)2Cl2 (8.4 mg, 0.012 mol) and sodium carbonate (76 mg, 0.72 mmol) in toluene/ethanol/water (10/10/2 mL) to afford 110 mg (crude yield) of the titled compound. MS: m/z=685.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353107B2
Source datasetuspto-grants-2016_05
ORD IDord-b5f80287c3144a0f97737c451cf17f1f
Source noteuspto-grants-2016_05