HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → HCID 19876771, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Dicyclohexylamine | HCID 7582 | — |
| Reactant | 3-Butyn-1-OL | HCID 13566 | — |
| Reactant | 2-Bromopyrimidine | HCID 78345 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 19876771 | HCID 19876771 | 92.2% |
Reaction Steps
A mixture of 2-bromopyrimidine (5.0 g), 3-butynol (2.20 g), dicyclohexylamine (6.87 g), copper (I) iodide (50 mg), BTPC (380 mg) and acetonitrile (50 ml) was stirred at room temperature under nitrogen for 16 h. Ether (150 ml) was added, the mixture filtered and the filtrate evaporated in vacuo. Purification of the residue by FCC eluting with ether and ether-methanol (1-3%) followed by System C (5:1) afforded the title compound as a pale yellow solid (4.29 g) m.p. 58°-64°, t.l.c. (System C, 99:1) Rf 0.08
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05149698 |
| Source dataset | uspto-grants-1992_09 |
| ORD ID | ord-16cb4801153c4a778289d3588af01b79 |
| Source note | uspto-grants-1992_09 |