HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → 2,4-Diamino-6-methyl-5-[3-(4-trifluoromethylphenyl)-3-methyl-1-butynyl]pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 1-(2-Methylbut-3-yn-2-yl)-4-(trifluoromethyl)benzene | HCID 15332573 | — |
| Reactant | 5-Iodo-6-methylpyrimidine-2,4-diamine | HCID 15855792 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2,4-Diamino-6-methyl-5-[3-(4-trifluoromethylphenyl)-3-methyl-1-butynyl]pyrimidine | HCID 21467974 | 95.7% |
Reaction Steps
This compound was prepared in a manner analogous to that of Step C of Example 3, using 1.3 grams (0.005 mole) of 2,4-diamino-5-iodo-6-methylpyrimidine, 1.6 grams of (0.008 mole) of 3-methyl-3-(4-trifluoromethylphenyl)-1-butyne (prepared as in Step F of Example 17), 0.3 gram of bis(triphenylphosphine)palladium(II) chloride, 0.05 gram of copper iodide, and 8 mL of piperidine in 20 mL of N,N-dimethylformamide, yielding 1.6 grams of 2,4-diamino-6-methyl-5-[3-(4-trifluoromethylphenyl)-3-methyl-1-butynyl]pyrimidine, mp 153°-157° C. The NMR spectrum is consistent with the proposed structure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05622954 |
| Source dataset | uspto-grants-1997_04 |
| ORD ID | ord-3b8ecc79b52241c1addd6d1392a5f5ae |
| Source note | uspto-grants-1997_04 |