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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1482700Generated: November 2, 2026

Water → HCID 86724353, compound

https://huagongshe.com/reaction/1482700

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantChloroform methanolHCID 21584188—
ReactantHCID 86724354HCID 86724354—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86724353HCID 8672435378.5%

Reaction Steps

To a solution of 3-((3-((2-((4-(2-((tert-butyldimethylsilyl)oxy)ethoxy)phenyl)amino)-5-fluoropyrimidin-4-yl)amino)phenyl)amino)-2-hydroxy-3-oxopropyl methanesulfonate (0.240 g) in THF was added NaH (0.018 g) and the reaction mixture was stirred at room temperature for 30 min. The reaction was monitored on TLC using CHCl3:methanol (9:1) as mobile phase. After completion, the reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was dried over sodium sulfate and the solvent was removed under reduced pressure. The crude material was purified by Combiflash, and the product eluted with 1.6% methanol in CHCl3 to give 0.16 g of N-(3-((2-((4-(2-((tert-butyldimethylsilyl)oxy)ethoxy)phenyl)amino)-5-fluoropyrimidin-4-yl)amino)phenyl)oxirane-2-carboxamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09415049B2
Source datasetuspto-grants-2016_08
ORD IDord-cfa93eb5167240fcadd04856ab72b0d3
Source noteuspto-grants-2016_08