HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 178509902, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-chloro-5-cyanobenzyl 4-aminopiperidine-1-carboxylate HCl salt | HCID 86722704 | — |
| Reactant | HCID 178521139 | HCID 178521139 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178509902 | HCID 178509902 | — |
Reaction Steps
To a suspension of 3-chloro-5-cyanobenzyl 4-aminopiperidine-1-carboxylate HCl salt (Example 64, step 3) (234 mg, 0.709 mmol) in DCM (5 mL) at RT under nitrogen was added Huenig's Base (0.248 mL, 1.418 mmol). 3-(1H-1,2,3-Triazol-4-yl)propanoyl chloride (113 mg, 0.709 mmol) in DCM (2 mL) was then added and the mixture stirred for 1 hour. The reaction mixture was diluted with DCM and washed with a 10% solution of citric acid, a saturated solution of brine and then the organic portion was dried over MgSO4, filtered and concentrated under reduced pressure. Purification was carried out by chromatography on silica using 0-10% MeOH in DCM as eluent to afford the title product;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09409895B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-3ca579747b3a4e108516c93c9ce8243d |
| Source note | uspto-grants-2016_08 |