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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 875801Generated: October 31, 2026

Lithium Hydroxide → HCID 60205501, compound

https://huagongshe.com/reaction/875801

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
ReactantTriethylamineHCID 8471—
ReactantBis(2-oxo-3-oxazolidinyl)phosphinic chlorideHCID 152842—
ReactantTetrahydro-2-furoic acid, (-)-HCID 446666—
Reactant5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amineHCID 60205276—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 60205501HCID 6020550170.8%

Reaction Steps

A mixture of 5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amine (200 mg, 0.869 mmol), (S)-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 added then to the mixture and stirred at room temperature for 30 minutes. Water (25 mL) was then added and stirred for an additional 30 minutes. The solid formed was filtered, washed with water (3×5 mL) and dried to provide (S)—N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)tetrahydrofuran-2-carboxamide (202 mg, 70.8% yield) as a solid. LCMS (APCI+) m/z 327.9, 329.9 (M+H)+; Retention time=2.80 minutes (Method 2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08981085B2
Source datasetuspto-grants-2015_03
ORD IDord-8d95496f904c438fa087b17cbcf9710a
Source noteuspto-grants-2015_03