HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium methanolate → 2-Butyl-6-iodo-3-[[2'-[1-(triphenylmethyl)-1H-tetrazol-5-yl][1,1'-biphenyl]-4-yl]methyl]-4(3H)-quinazolinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium methanolate | HCID 4177230 | — |
| Reactant | 5-(4'-(Bromomethyl)(1,1'-biphenyl)-2-yl)-1-trityl-1H-tetraazole | HCID 10053461 | — |
| Reactant | HCID 178441862 | HCID 178441862 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Butyl-6-iodo-3-[[2'-[1-(triphenylmethyl)-1H-tetrazol-5-yl][1,1'-biphenyl]-4-yl]methyl]-4(3H)-quinazolinone | HCID 19095488 | 54.1% |
Reaction Steps
A mixture of 5.00 g of 2-butyl-6-iodo-4(1H)-quinazolinone, 16.98 g of 5-[4'-(bromomethyl)[1,1'-bi-phenyl]-2-yl]-1-(triphenylmethyl) -1H-tetrazole and 0.695 g of lithium methoxide in 60 ml of tetrahydrofuran is heated at reflux for 40 hours. The reaction mixture is cooled, filtered and concentrated in vacuo to a residue which is purified by column chromatography on silica gel by elution with 1:9 ethyl acetate-hexanes to 1:5 ethyl acetate-hexanes to give 6.638 g of the desired product as a solid. FAB MASS SPEC 805 (M+H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05292734 |
| Source dataset | uspto-grants-1994_03 |
| ORD ID | ord-aa0c6e1fac1640a78116d5efc6e677ba |
| Source note | uspto-grants-1994_03 |