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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 408317Generated: October 28, 2026

Lithium Hydroxide → HCID 60205504, compound

https://huagongshe.com/reaction/408317

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
ReactantTriethylamineHCID 8471—
Reactant(+-)-Tetrahydro-2-furoic acidHCID 86079—
ReactantBis(2-oxo-3-oxazolidinyl)phosphinic chlorideHCID 152842—
Reactant5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amineHCID 60205276—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 60205504HCID 6020550480.7%

Reaction Steps

A mixture of 5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amine (200 mg, 0.869 mmol), tetrahydrofuran-2-carboxylic acid (252 mg, 2.17 mmol), triethylamine (606 μL, 4.35 mmol), and BOP-Cl (203 mg, 2.17 mmol) in CH2Cl2 (10 mL) was stirred at room temperature for 7 hours. 2M LiOH (5 mL) was then added to the mixture and stirred at room temperature for 30 minutes. Water (25 mL) was then added to the mixture and stirred for an additional 30 minutes. The solid formed was filtered, washed with water (3×5 mL) and dried to provide N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)tetrahydrofuran-2-carboxamide (230 mg, 80.6% yield) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08758830B2
Source datasetuspto-grants-2014_06
ORD IDord-b06e08757366404fb3448ef988e5d9b8
Source noteuspto-grants-2014_06