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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2282591Generated: November 1, 2026

Triethylamine → 6-Fluoro-3-((S)-3-triisopropylsilanyloxymethyl-pyrrolidin-1-yl)-[1,2,4]triazolo[4,3-a]pyridine

https://huagongshe.com/reaction/2282591

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTriisopropylsilyl trifluoromethanesulfonateHCID 2724529—
Reactant[(S)-1-(6-Fluoro-[1,2,4]triazolo[4,3-a]pyridin-3-yl)-pyrrolidin-3-yl]-methanolHCID 86687146—
SolventDichloromethaneHCID 6344—
Product6-Fluoro-3-((S)-3-triisopropylsilanyloxymethyl-pyrrolidin-1-yl)-[1,2,4]triazolo[4,3-a]pyridineHCID 8668714799.9%

Reaction Steps

To a solution of Intermediate 92a (667 mg, 2.83 mmol) and Et3N (630 μL, 4.53 mmol) in DCM (5 mL) was added triisopropylsilyltrifluoromethane sulfonate (950 μL, 3.54 mmol) and the mixture was stirred at RT for 1 h. The mixture was washed with sat. sodium hydrogen carbonate solution then brine, dried and concentrated in vacuo. The residue was purified by FCC, 2-6% MeOH in DCM, to give the title compound as a pale green viscous oil (1.11 g, quant.). LCMS (Method 3): Rt 4.76 min, m/z 393 [MH+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139584B2
Source datasetuspto-grants-2015_09
ORD IDord-f6bb33bd8c1a4a6e93c73ea1b3796df9
Source noteuspto-grants-2015_09