HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 67191083, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyl 4-(methylamino)piperidine-1-carboxylate | HCID 15380702 | — |
| Reactant | 4-(3-(Cyclopropylmethyl)ureido)benzoic acid | HCID 58055819 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67191083 | HCID 67191083 | 47.9% |
Reaction Steps
Propanephosphonic acid cyclic anhydride (3.74 mL, 6.40 mmol) was added to a solution of 4-(3-(cyclopropylmethyl)ureido)benzoic acid (500 mg, 2.134 mmol), tert-butyl 4-(methylamino)piperidine-1-carboxylate (457 mg, 2.134 mmol) and triethylamine (1.19 mL, 8.54 mmol) in dichloromethane (20 mL). The mixture was stirred at ambient temp for 3.5 hours and then concentrated under reduced pressure. The crude material was purified by silica chromatography (eluting with a solvent gradient from 2.5% methanol/97.5% dichloromethane to 5% methanol/95% dichloromethane) to afford the title compound (440 mg). MS (ESI) m/z 431.5 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09108939B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-9c37fd579d414a9883a957d7a3419334 |
| Source note | uspto-grants-2015_08 |