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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 531689Generated: October 30, 2026

Sodium Carbonate → HCID 90030381, compound

https://huagongshe.com/reaction/531689

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantHCID 90022686HCID 90022686—
Reactant5-bromo-3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridineHCID 118200974—
CatalystHCID 178418397HCID 178418397—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
SolventEthanol toluene waterHCID 86587398—
ProductHCID 90030381HCID 9003038156.9%

Reaction Steps

Using similar reaction conditions as described in step-ii of example-1, 5-bromo-3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (compound of Step-i of example 9) (100 mg, 0.190 mmol) was coupled with 2-(4-(2-(methylsulfonamido)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazin-1-yl)acetamide (Intermediate 65A) 125 mg, 0.285 mmol) using sodium carbonate (60 mg, 0.567 mmol) and Pd(PPh3)4 (11 mg, 0.0095 mmol) in toluene/ethanol/water (2/2/1 mL). This afforded 82 mg (56.9% yield) after preparative TLC (Silicagel-1000 micron) using 5% ammoniated methanol in DCM as eluent. MS: m/z=757.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353107B2
Source datasetuspto-grants-2016_05
ORD IDord-600708e16f694618a63702811c5721ce
Source noteuspto-grants-2016_05