HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 178436440, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 86649374 | HCID 86649374 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 178436440 | HCID 178436440 | 78% |
Reaction Steps
To a solution of 3-[4-(4-ethylbenzyloxy)-3-methoxyphenyl]azetidine methanesulfonate (61.3 g) prepared in (3), 4-hydroxypyridine-2-calboxylic acid (22.8 g), WSC.HCl (36 g) and HOBt.H2O (29 g) in DMF (300 mL) was added triethylamine (23 mL). The reaction mixture was stirred at RT for 5 hr. Ethyl acetate, THF and water were added to the reaction mixture. The organic layer was washed with saturated aqueous NaHCO3 and water, and then pressure. Ethyl acetate (300 mL) was added to the residue and then the precipitated solid was collected on a filter and dried to give the title compound (51 g, 78%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765739B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-1092aab8eebc479c975aea28a01aed74 |
| Source note | uspto-grants-2014_07 |