HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dibutyltin oxide → HCID 178488418, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dibutyltin oxide | HCID 61221 | — |
| Reactant | Azidotrimethylsilane | HCID 78378 | — |
| Reactant | HCID 58016841 | HCID 58016841 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 178488418 | HCID 178488418 | — |
Reaction Steps
Stir 0.098 g (0.23 mmol) 7-{[5-(4-methoxyphenyl)-6-phenylfuro[2,3-d]pyrimidin-4-yl]amino}-heptanenitrile, 0.41 g (3.5 mmol) trimethylsilylazide and 86 mg (0.25 mmol) di-n-butyltin oxide in 5 ml toluene overnight at 80° C. After concentrating by evaporation, take up the residue in water, acidify with dilute hydrochloric acid and extract with methylene chloride. Wash the organic phase with sodium chloride solution, dry over magnesium sulphate and concentrate by evaporation. Purify the raw product by RP-HPLC (column: Gromsil 250 mm×30 mm, 10 μm; acetonitrile/water gradient: 0-3 min 5% acetonitrile, 3-34 min 5%→98% acetonitrile, 34-38 min 98% acetonitrile). 61 mg (55% of theor.) of the title compound is obtained as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08183246B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-dc4bc36d82bf4d2b9be1f882431233c1 |
| Source note | uspto-grants-2012_05 |