HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethylamine → HCID 58786731, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethylamine | HCID 8021 | — |
| Reactant | Diethyl cyanophosphonate | HCID 76257 | — |
| Reactant | 2-(4-Boc-piperazinyl)-2-(2-methylphenyl)acetic acid | HCID 2762227 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 58786731 | HCID 58786731 | 79% |
Reaction Steps
To 4-(Carboxy-o-tolyl-methyl)-piperazine-1-carboxylic acid tert-butyl ester (352) (0.654 g, 1.95 mmol) in DMF (5 mL) was added diethyl cyanophosphonate (0.29 mL, 1.95 mmol), diethylamine (0.24 mL, 2.35 mmol) and TEA (0.32 mL, 2.35 mmol). The mixture was stirred at room temperature for 12 h and then diluted with EtOAc (50 mL). The reaction mixture was washed with sat. NaHCO3 (50 mL), H2O (50 mL) and brine (50 mL). The organic phase was concentrated to dryness. The crude material was purified by chromatography (silica gel 60 mesh, eluting with 50% hexanes/50% EtOAc) yielding 0.60 g (79%) pure product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07169777B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-ca400d68c67a44dbbaf6e27d2c4cf0be |
| Source note | uspto-grants-2007_01 |