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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 531774Generated: October 26, 2026

2-Bromoethanol → 2-(4-(5-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)pyridin-2-yl)piperazin-1-yl) ethanol

https://huagongshe.com/reaction/531774

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-BromoethanolHCID 10898—
ReactantPotassium CarbonateHCID 11430—
Reactant3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(6-(piperazin-1-yl)pyridin-3-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridineHCID 90030300—
Reactant3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(6-(4-methylpiperazin-1-yl)pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridineHCID 90030931—
SolventDimethylformamideHCID 6228—
Product2-(4-(5-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)pyridin-2-yl)piperazin-1-yl) ethanolHCID 11852397952.7%

Reaction Steps

Using similar reaction conditions as described in step-i of example-126, 3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(6-(piperazin-1-yl)pyridin-3-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (step 1 compound of example 137) (150 mg, 0.297 mmol) was alkylated using 2-bromoethanol (62 mg, 0.494 mmol) and potassium carbonate (69 mg, 0.494 mmol) in DMF (1 ml) to afford 85 mg (52.7% yield) of the titled compound after purification by column (Silica gel 60/120) chromatography using 5% methanol in dichloromethane as eluent. MS: m/z=652.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353107B2
Source datasetuspto-grants-2016_05
ORD IDord-321f756ad07646f88211a750e2dfe435
Source noteuspto-grants-2016_05