HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 178485674, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Propylphosphonic anhydride | HCID 111923 | — |
| Reactant | 3,5-Dichlorobenzyl 4-(methylamino)piperidine-1-carboxylate | HCID 86722640 | — |
| Reactant | HCID 178525383 | HCID 178525383 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178485674 | HCID 178485674 | — |
Reaction Steps
4-(1H-1,2,3-Triazol-4-yl)butanoic acid (Example 17, step 4) (200 mg, 1.289 mmol) and 3,5-dichlorobenzyl 4-(methylamino)piperidine-1-carboxylate (Step 2) (456 mg, 1.289 mmol) were dissolved in DMF (6 ml) and treated with DIPEA (1.126 ml, 6.45 mmol) followed by 50% T3P® in DMF (1.505 ml, 2.58 mmol). After stirring at RT for 9 days, the mixture was evaporated under reduced pressure. The crude product was solubilised in DCM and washed with 10% citric acid. The organic portion was passed through a phase separating cartridge and the filtrate was evaporated under reduced pressure. The crude residue was purified by chromatography on silica eluting with 0-10% MeOH in EtOAc to afford the title compound;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09409895B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-332dc9651d6948978a5669659f72ac1d |
| Source note | uspto-grants-2016_08 |