HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 5-Bromo-2-(1-propylpyrrolidin-3-yl)pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 5-bromo-2-ethenylpyrimidine | HCID 53628664 | — |
| Reactant | HCID 86761882 | HCID 86761882 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-Bromo-2-(1-propylpyrrolidin-3-yl)pyrimidine | HCID 57470082 | 35.3% |
Reaction Steps
Methoxymethyl-propyl-trimethylsilanylethyl-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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08470810B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-10acffa648de49b48cec2deafb6a4dcf |
| Source note | uspto-grants-2013_06 |