HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 66571159, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(Piperidin-4-ylmethyl)piperidine | HCID 12802905 | — |
| Reactant | 1-(4-fluorobenzyl)-1H-indole-2-carboxylic acid | HCID 18627069 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 66571159 | HCID 66571159 | 53.9% |
Reaction Steps
The following was added to anhydrous DMF (2 mL) sequentially: 1-(4-fluorobenzyl)-1H-indole-2-carboxylic acid (66.8 mg, 0.248 mmol), Hunig's Base (0.217 ml, 1.240 mmol), EDC (52.3 mg, 0.273 mmol), HOBT (41.8 mg, 0.273 mmol), and 1-(piperidin-4-ylmethyl)piperidine (45.2 mg, 0.248 mmol) (from SJB-2-083.) This was stirred at room temperature for 24 h with 3 Å MS. At this time, a 1:1 solution of EtOAc:Et2O was added and the solution was washed with 10% aq. Na2CO3. The organic phase was dried with MgSO4 and concentrated in vacuo. The residue was then purified by silica gel chromatography (20 g silica, 80% EtOAc/Hexanes) to give 58 mg of the title compound as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846684B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-44aac94db3cf41a589a1708213bec840 |
| Source note | uspto-grants-2014_09 |