HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 2-Amino-4-(4-fluorophenyl)-5-[2-[4-(6-fluorobenzofuran-3-yl)piperidin-1-yl]ethyl]thiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Amino-5-(2-bromoethyl)-4-(4-fluorophenyl)thiazole hydrobromide | HCID 22649338 | — |
| Reactant | 4-(6-Fluorobenzofuran-3-yl)piperidine hydrochloride | HCID 22649339 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-Amino-4-(4-fluorophenyl)-5-[2-[4-(6-fluorobenzofuran-3-yl)piperidin-1-yl]ethyl]thiazole | HCID 9803236 | 64.9% |
Reaction Steps
A mixture of 0.917 g of 2-amino-5-(2-bromoethyl)-4-(4-fluorophenyl)thiazole hydrobromide, 0.511 g of 4-(6-fluorobenzofuran-3-yl)piperidine hydrochloride, 1.5 ml of diisopropylethylamine and 3 ml of methanol was stirred with heating under reflux for 12 hours. The reaction mixture was cooled to room temperature and then poured into water, followed by extraction with chloroform. The extract solution was dried over magnesium sulfate, and then the solvent was distilled off under reduced pressure, after which ether was added to the residue and the crystals were collected by filtration. The crystals were recrystallized from ethanol to obtain 0.57 g of 2-amino-4-(4-fluorophenyl)-5-[2-[4-(6-fluorobenzofuran-3-yl)piperidin-1-yl]ethyl]thiazole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06806275B2 |
| Source dataset | uspto-grants-2004_10 |
| ORD ID | ord-093a27cf382844b68d0c2b55813f5c29 |
| Source note | uspto-grants-2004_10 |