HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 15541082, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-Iodopropane | HCID 33643 | — |
| Reactant | HCID 10498271 | HCID 10498271 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 15541082 | HCID 15541082 | 63% |
Reaction Steps
Ethyl 2-[N-(5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene-2-yl)amino]-pyrimidine-5-carboxylate (165 mg) was dissolved in dry DMF (3 ml), and the solution was added with a suspension of NaH (130 mg) in DMF (2 ml). Then, the mixture was added with n-propyl iodide (0.5 ml) and stirred. After the disappearance of the materials was observed with TLC, the reaction mixture was poured into water, and extracted with CH2Cl2. The organic layer was dried over Na2SO4, and the solvent was evaporated. The residue was purified by silica gel flash column chromatography (n-hexane: AcOEt=20:1) to obtain ethyl 2-[N-n-propyl-N-(5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene-2-yl)amino]pyrimidine-5-carboxylate (116.5 mg, 63%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06869959B1 |
| Source dataset | uspto-grants-2005_03 |
| ORD ID | ord-c6d3d92338b64cfab6f8220429f25dae |
| Source note | uspto-grants-2005_03 |