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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 859918Generated: October 30, 2026

Water → HCID 86594844, compound

https://huagongshe.com/reaction/859918

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantTert-butyl 4-{5-[(trimethylsilyl)ethynyl]pyridin-2-yl}piperazine-1-carboxylateHCID 69606761—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86594844HCID 86594844100%

Reaction Steps

To a stirred solution of tert-butyl 4-{5-[(trimethylsilyl)ethynyl]pyridin-2-yl}piperazine-1-carboxylate (637 mg, 1.77 mmol), in THF (8 mL) at 25° C. was added tetrabutylammonium fluoride (1.77 mL, 1.0M in THF). The reaction was stirred for 1 hour. Water (5 mL) was then added and product extracted with ethyl acetate (2×5 mL). The combined organic extracts were then dried, (MgSO4), filtered and concentrated in vacuo to give tert-butyl 4-(5-ethynylpyridin-2-yl)piperazine-1-carboxylate as an orange solid (509 mg, 1.77 mmol, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07153857B2
Source datasetuspto-grants-2006_12
ORD IDord-29080fe439fd4da8b27031b6d5721378
Source noteuspto-grants-2006_12