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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 217773Generated: October 30, 2026

Tetrahydrofuran → 3-Amino-6-(4-(3-hydroxypropyl)phenyl)-N-(pyridin-3-yl)pyrazine-2-carboxamide

https://huagongshe.com/reaction/217773

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium HydroxideHCID 14798—
Reactant3-Amino-6-(4-(3-(tert-butyldimethylsilyloxy)propyl)phenyl)-N-(pyridin-3-yl)-pyrazine-2-carboxamideHCID 66678650—
SolventWaterHCID 962—
Product3-Amino-6-(4-(3-hydroxypropyl)phenyl)-N-(pyridin-3-yl)pyrazine-2-carboxamideHCID 6667906891.4%

Reaction Steps

The product of step (vi) (14.5 g, 31.3 mmol) was added to a plastic vessel and THF (150 mL) added. HF (30 mL) was added carefully to the solution and the solution stirred at room temperature for 3 hours. The mixture was poured to 600 mL of water and 5 N—NaOH added to basify the solution to pH=10-11. The solution was extracted with EtOAc and washed with water (×3). The combined EtOAc extract was dried over MgSO4, filtered and concentrated in vacuo, which afforded the subtitle compound (vii) as a yellow solid (10 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08198285B2
Source datasetuspto-grants-2012_06
ORD IDord-dd204ced8ede470395b3fd2221d7c9c6
Source noteuspto-grants-2012_06