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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 408435Generated: October 26, 2026

Phenylacetic Acid → N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenylacetamide

https://huagongshe.com/reaction/408435

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenylacetic AcidHCID 999—
ReactantTriethylamineHCID 8471—
ReactantSodium CarbonateHCID 10340—
ReactantBis(2-oxo-3-oxazolidinyl)phosphinic chlorideHCID 152842—
Reactant5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amineHCID 60205276—
SolventDichloromethaneHCID 6344—
ProductN-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenylacetamideHCID 6020570280.2%

Reaction Steps

2-Phenylacetic acid (592 mg, 4.35 mmol), bis(2-oxooxazolidin-3-yl)phosphinic chloride (1107 mg, 4.35 mmol) and triethylamine (1100 mg, 10.9 mmol) were added to 5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amine (500 mg, 2.17 mmol) in DCM (100 mL). The reaction mixture was stirred at room temperature for 1 hour, and then 2N aqueous Na2CO3 (50 mL) was added. The resulting suspension was filtered, and the solid was rinsed with DCM and water. After drying, N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-phenylacetamide (606 mg, 80.1% yield) was obtained as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08758830B2
Source datasetuspto-grants-2014_06
ORD IDord-b9efb10c93f244f18f6c83b817e5b91d
Source noteuspto-grants-2014_06