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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2097637Generated: November 1, 2026

2,6-Lutidine → HCID 58941848, compound

https://huagongshe.com/reaction/2097637

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-LutidineHCID 7937—
ReactantTriisopropylsilyl trifluoromethanesulfonateHCID 2724529—
ReactantHCID 58941864HCID 58941864—
SolventDichloromethaneHCID 6344—
ProductHCID 58941848HCID 5894184887%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of methyl 5-(hydroxymethyl)-1,2,3-thiadiazole-4-carboxylate (1.22 g, 0.007 mol) in DCM (20 mL) at 0° C. was added 2,6-lutidine (2.0 mL, 0.018 mol) followed by triisopropylsilyl triflate (2.4 mL, 0.0091 mol). The solution was stirred at 0° C. for 5 minutes. The reaction was then concentrated and purified by flash chromatography to give the desired product (2.0 g, 87%). 1H NMR (400 MHz, CDCl3): δ; MF═C14H26N2O3SSi; LCMS calculated for C14H27N2O3SSi (M+H)+: m/z=331.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450351B2
Source datasetuspto-grants-2013_05
ORD IDord-8a6f0473b32741c5bad7f6df61b64715
Source noteuspto-grants-2013_05