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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1401763Generated: November 1, 2026

Tetrahydrofuran → 2-{1-[4-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-ylamino}ethanol

https://huagongshe.com/reaction/1401763

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant2-((Tert-butyldimethylsilyl)oxy)acetaldehydeHCID 4187788—
ReactantTBAF tetrahydrofuranHCID 11078149—
Reactant1-[4-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-ylamine hydrobromideHCID 68380909—
Product2-{1-[4-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-ylamino}ethanolHCID 67323329—

Reaction Steps

The preparation is carried out starting from 1-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-ylamine hydrobromide and (tertbutyldimethylsilanyloxy)acetaldehyde. The protecting group is cleaved off in THF using 5 equivalent of a 1M TBAF/THF solution: The reaction mixture was stirred at room temperature for 2 h and evaporated to dryness. The product was purified by means of reversed-phase chromatography. The fractions were extracted under basic conditions, dried, filtered and evaporated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08907098B2
Source datasetuspto-grants-2014_12
ORD IDord-1bfe5bac2da644279ab37adf65b6b2b7
Source noteuspto-grants-2014_12