HuagongsheHuagongshe Chemistry Print Report · For research reference only
Urea → N-(1-Acetylpiperidin-4-yl)-N-cyclopentyl-N'-1,3-thiazol-2-ylurea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Urea | HCID 1176 | — |
| Reactant | 2-Aminothiazole | HCID 2155 | — |
| Reactant | Cyclopentylamine | HCID 2906 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 1-Acetylpiperidin-2-one | HCID 11815905 | — |
| Reactant | Carbonylimidazole | HCID 13571086 | — |
| Reactant | N,N-Dicyclopentyl-N'-1,3-thiazol-2-ylurea | HCID 57688319 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-(1-Acetylpiperidin-4-yl)-N-cyclopentyl-N'-1,3-thiazol-2-ylurea | HCID 57688263 | — |
Reaction Steps
Prepared according to general procedure (I). To a mixture of N-acetyl-piperidone (1.4 g) and cyclopentylamine (0.9 g) and molecular sieves (5 g) in THF (8 mL) and methanol (8 mL) was added sodium cyanoborohydride (2.1 g) and the reaction was stirred overnight at room temperature. Insoluble material was removed by filtration and after removal of solvent in vacuo the crude secondary amine (0.57 g) was isolated. The urea coupling was performed in an similar manner to the synthesis of 1,1-dicyclopentyl-3-thiazol-2-yl-urea using carbonyl imidazole and 2-aminothiazole as starting material.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07582769B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-1643087c39924873b3b954fe40406b26 |
| Source note | uspto-grants-2009_09 |