HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 61146104, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Phenylpropylamine | HCID 16259 | — |
| Reactant | 2-Chloro-5-nitropyrimidine | HCID 82544 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 61146104 | HCID 61146104 | 66.7% |
Reaction Steps
2-Chloro-5-nitropyrimidine (100 mg, 0.627 mmol) and triethylamine (96 μL, 0.690 mmol) were added successively to a solution of 3-phenylpropylamine (98 μL, 0.690 mmol) in tetrahydrofuran, and the mixture was stirred at room temperature for 18 hr. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and 0.5 mol/L hydrochloric acid and dried over anhydrous magnesium sulfate. Thereafter, the desiccant was filtered off, followed by concentration under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1) to afford 5-nitro-N-(3-phenylpropyl)pyrimidin-2-amine as a colorless solid (108 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09035059B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-b806af82f2304f21ae51a20c1e6387b1 |
| Source note | uspto-grants-2015_05 |