HuagongsheHuagongshe Chemistry Print Report · For research reference only
2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl- → HCID 69459163, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl- | HCID 81646 | — |
| Reactant | 3-Bromo-1-(trimethylsilyl)-1-propyne | HCID 642589 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Reactant | tert-Butyl cyclopropanecarboxylate | HCID 13676038 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69459163 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07253192B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-0a29cbad4e334ed08a42e5ea7cdfd1b2 |
| Source note | uspto-grants-2007_08 |