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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 734890Generated: October 26, 2026

(tert-Butyldimethylsilyl)acetylene → 5-Bromo-2-[(tert-butyldimethylsilanyl)ethynyl]-3-fluoropyridine

https://huagongshe.com/reaction/734890

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(tert-Butyldimethylsilyl)acetyleneHCID 2757281—
Reactant2,5-Dibromo-3-fluoropyridineHCID 22412832—
Product5-Bromo-2-[(tert-butyldimethylsilanyl)ethynyl]-3-fluoropyridineHCID 69061006—

Reaction Steps

The product was prepared analogously to Example 48.1c from 23.4 g (92.0 mmol) of 2,5-dibromo-3-fluoropyridine and 17.5 mL (92.0 mmol) of tert-butylethynyldimethylsilane (with triethylamine as base and PdCl2(PPh3)2 as catalyst). Yield: 23.3 g (81% of theoretical); C13H17BrFNSi (M=314.269); calc.: molpeak (M+H)+:314/316 (Br); found: molpeak (M+H)+:314/316 (Br).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592358B2
Source datasetuspto-grants-2009_09
ORD IDord-e2267c8d0bd34b59952a6f475fca47d8
Source noteuspto-grants-2009_09