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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2203831Generated: November 2, 2026

Lithium Hydroxide → N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)quinoxaline-2-carboxamide

https://huagongshe.com/reaction/2203831

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
ReactantTriethylamineHCID 8471—
ReactantQuinoxaline-2-carboxylic acidHCID 96695—
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—
ProductN-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)quinoxaline-2-carboxamideHCID 6020542089.3%

Reaction Steps

5-Bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amine (0.160 g, 0.696 mmol, Example 1, Step H), quinoxaline-2-carboxylic acid (0.254 g, 1.46 mmol), BOP-Cl (0.372 g, 1.46 mmol), and triethylamine (0.352 g, 3.48 mmol) were placed in DCM (5 mL) at room temperature and stirred for 15 hours. 3M aqueous LiOH (3 mL) was then added, and the reaction was stirred for 10 minutes. Water (10 mL) and DCM (10 mL) were then added, and the reaction was filtered. The resulting solid was slurried with 10:1 DCM:MeOH and filtered to give solid N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)quinoxaline-2-carboxamide (0.240 g, 89% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365568B2
Source datasetuspto-grants-2016_06
ORD IDord-10c061b2e1d84d49a0cc932c105c23ee
Source noteuspto-grants-2016_06