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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 911251Generated: November 1, 2026

Water → HCID 61375526, compound

https://huagongshe.com/reaction/911251

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAzidotrimethylsilaneHCID 78378—
Reactant4-(Chloromethyl)-2-methyl-1,3-thiazoleHCID 736341—
ReactantTetrabutylammonium FluorideHCID 2724141—
SolventTetrahydrofuranHCID 8028—
ProductHCID 61375526HCID 6137552645.2%

Reaction Steps

Dissolve 4-(chloromethyl)-2-methyl-thiazole (350 mg, 2.37 mmol) and azidotrimethylsilane (315 μL, 2.37 mmol) in anhydrous THF (1 mL) under nitrogen. Add a 1M solution of tetrabutylammonium fluoride (3.6 mL, 3.56 mmol) in THF and stir at ambient temperature overnight. Pour the reaction mixture into water (10 mL), extract with ethyl ether (3×2 mL), wash the organic extra with brine, dry over MgSO4, filter, and evaporate. Purify by chromatography on silica gel eluting with hexane/EtOAc (9:1) to give the desired intermediate as a colorless oil (165 mg, 45%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08022062B2
Source datasetuspto-grants-2011_09
ORD IDord-3302c3c219bf48c09f9e14957c21abb1
Source noteuspto-grants-2011_09