Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 531647Generated: October 30, 2026

Sodium Carbonate → HCID 118523991, compound

https://huagongshe.com/reaction/531647

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1-(Pyridin-2-ylmethyl)-1H-pyrazole-4-boronic acid, pinacol esterHCID 17999186—
Reactanttert-butyl 4-(2-fluoro-4-(3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperidine-1-carboxylateHCID 90033965—
CatalystHCID 178418476HCID 178418476—
SolventEthanol toluene waterHCID 86587398—
ProductHCID 118523991HCID 11852399197.2%

Reaction Steps

Using similar reaction conditions as described in step-i of example-1, tert-butyl 4-(4-(3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperidine-1-carboxylate (intermediate 67B) (150 mg, 0.52 mmol) was coupled with 2-((4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)methyl)pyridine (intermediate 64H) (180 mg, 0.63 mmol) using Pd(PPh3)2Cl2 (18 mg, 0.026 mol) and sodium carbonate (165 mg, 1.56 mmol) in toluene/ethanol/water (10/10/2 ml) to afford 140 mg (97.2% yield) of the titled compound. MS: m/z=688.4 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353107B2
Source datasetuspto-grants-2016_05
ORD IDord-e335b006358449d0a0fe60f701903a21
Source noteuspto-grants-2016_05