Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1500742Generated: November 3, 2026

Potassium Carbonate → Pyrimidine, 2-ethynyl-4-methoxy- (9CI)

https://huagongshe.com/reaction/1500742

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 10375706HCID 10375706—
SolventAcetic AcidHCID 176—
SolventTetrahydrofuranHCID 8028—
ProductPyrimidine, 2-ethynyl-4-methoxy- (9CI)HCID 1001193885%

Reaction Steps

Tetrabutylammonium fluoride (0.97 mL of a 1M solution in tetrahydrofuran, 0.97 mmol) was added to a stirred solution of 4-methoxy-2-[(trimethylsilyl)ethynyl]pyrimidine (Preparation 1a, 0.20 g, 0.97 mmol) in tetrahydrofuran (1.4 mL) and acetic acid (56 pt) at room temperature. After 5 minutes, 10% aqueous potassium carbonate solution was added to the reaction mixture and the mixture was extracted with dichloromethane. The organic layer was separated, dried (MgSO4) and evaporated. Purification of the residue by flash chromatography (dichloromethane) gave the title compound (0.11 g, 85%) as a pale orange solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206183B2
Source datasetuspto-grants-2015_12
ORD IDord-9ab85e8e7cdb4923a58090db0032f309
Source noteuspto-grants-2015_12