HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → HCID 86688953, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 3-Quinuclidinol, (-)- | HCID 91404 | — |
| Reactant | HCID 43803863 | HCID 43803863 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86688953 | HCID 86688953 | 58.5% |
Reaction Steps
A mixture of 2-(piperidin-1-yl)-2-(thiophen-3-yl)acetic acid 21c (250 mg, 1.11 mmol), DCC (458 mg, 2.22 mmol), HOBT (340 mg, 2.22 mmol) and (R)-quinuclidin-3-ol (282 mg, 2.22 mmol) in dry THF (11.1 ml) and dry DMF (5.5 ml) was stirred at room temperature under nitrogen for 48 hours. The solvent was evaporated and the crude was purified by flash chromatography (DCM/MeOH=97/3+0.3% NH4OH). The product was triturated with THF (10 ml) to obtain the title compound (217 mg, 58.5% yield) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08748613B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-6aa558c0513d4a1e90e9b5f6d757e1c0 |
| Source note | uspto-grants-2014_06 |