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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2387817Generated: November 2, 2026

Ethyl Acetate → (4-((2-Amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)methyl)-3-fluorophenyl)methanol

https://huagongshe.com/reaction/2387817

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantMethyl 4-((2-amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)methyl)-3-fluorobenzoateHCID 66819400—
SolventTetrahydrofuranHCID 8028—
Product(4-((2-Amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)methyl)-3-fluorophenyl)methanolHCID 6681920760.6%

Reaction Steps

A solution of the product from step (iv) (1.52 g) in THF (30 mL) was added portionwise to a stirred solution of lithium aluminium hydride (1M in THF; 8.43 mL) in THF (30 mL) at 0° C. under nitrogen. The resulting mixture was stirred at rt for 2 h. EtOAc (10 mL) was added cautiously to the reaction mixture and the mixture added portionwise to 2M NaOH (100 mL). The mixture was stirred for 30 min and the aqueous solution was extracted with EtOAc. The combined organic phase was dried, filtered and evaporated. The crude product was purified by chromatography eluting with 2 to 5% MeOH in acetonitrile to give the subtitle compound as a yellow oil 0.85 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08268990B2
Source datasetuspto-grants-2012_09
ORD IDord-c83d3dcc2f7149f3aad628644dd895a4
Source noteuspto-grants-2012_09