HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 135706154, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Chloro-1-methylpyridinium iodide | HCID 167069 | — |
| Reactant | N,N'-Di-Boc-thiourea | HCID 5193990 | — |
| Reactant | HCID 18667622 | HCID 18667622 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 135706154 | HCID 135706154 | 67.5% |
Reaction Steps
To a suspension of 2-fluoro-5-(4-methoxypyridin-2-yl)aniline (174 mg), N,N′-bis(tert-butoxycarbonyl)thiourea (265 mg) and diisopropylethylamine (0.417 ml) in dichloromethane (10 ml) was added 1-methyl-2-chloropyridinium iodide (266 mg), and the mixture was stirred for 18 hours. The mixture was diluted with dichloromethane, washed with water and brine, dried over magnesium sulfate and evaporated under reduced pressure. The residue was purified by column chromatography (silica gel 30 g, n-hexane:ethyl acetate=3:1) to give N,N′-bis(tert-butoxycarbonyl)-N″-(2-fluoro-5-(4-methoxypyridin-2-yl)phenyl)guanidine (248 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06521643B1 |
| Source dataset | uspto-grants-2003_02 |
| ORD ID | ord-6228549889384e9998ef805fb0f34786 |
| Source note | uspto-grants-2003_02 |