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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2262625Generated: November 3, 2026

Trifluoroacetic acid → 5-Bromo-2-(1-propylpyrrolidin-3-yl)pyrimidine

https://huagongshe.com/reaction/2262625

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant5-bromo-2-ethenylpyrimidineHCID 53628664—
ReactantHCID 53628665HCID 53628665—
SolventDichloromethaneHCID 6344—
Product5-Bromo-2-(1-propylpyrrolidin-3-yl)pyrimidineHCID 5747008235.3%

Reaction Steps

Methoxymethyl-propyl-trimethylsilanylmethyl-amine (14.13 g, 74.61 mmol) in CH2Cl2 (4 ml) was added dropwise to a 0° C. cooled solution of 5-bromo-2-vinyl-pyrimidine (2 g, 10.80 mmol) and TFA (210 μl, 2.72 mmol) in CH2Cl2 (45 ml) over a period of 20 min. The reaction mixture was then stirred at room temperature for 2 h. The crude material was diluted with CH2Cl2, washed with saturated aqueous NaHCO3 and the organic layer was dried over Na2SO4 and evaporated. The residue was chromatographied on silica gel (CH2Cl2:methanol, 97:3) to afford the title compound (1.03 g, 34%) as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07851463B2
Source datasetuspto-grants-2010_12
ORD IDord-00977c6c1c154faaba33dbe3a937f9f8
Source noteuspto-grants-2010_12