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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 852420Generated: October 31, 2026

2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl- → HCID 69459163, compound

https://huagongshe.com/reaction/852420

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-HCID 81646—
Reactant3-Bromo-1-(trimethylsilyl)-1-propyneHCID 642589—
ReactantLithium diisopropylamideHCID 2724682—
Reactanttert-Butyl cyclopropanecarboxylateHCID 13676038—
SolventTetrahydrofuranHCID 8028—
ProductHCID 69459163HCID 69459163—

Reaction Steps

A solution of 14.0 ml (2.0 M in THF/n-heptane/ethylbenzene, 28 mmol) LDA in 100 ml THF was treated during 15 min at −78° C. with 2.84 g (20 mmol) cyclopropanecarboxylic acid tert-butyl ester in 20 ml THF. After 6 h at −78° C., a solution of 3-(trimethylsilyl) propargyl bromide and 29 ml DMPU in 40 ml THF was added during 20 min. Over night, the solution was naturally warmed to room temperature, poured on ice/aqueous saturated NH4Cl solution and extracted with ether (three times). The organic phases were washed with aqueous 10% KHSO4, water (5×), aqueous 10% NaCl and dried (Na2SO4) to give 5.59 g of the title compound as volatile dark brown liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07253192B2
Source datasetuspto-grants-2007_08
ORD IDord-0a29cbad4e334ed08a42e5ea7cdfd1b2
Source noteuspto-grants-2007_08