HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 58909299, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Propionic Acid | HCID 1032 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | dichloromethane N,N-dimethylformamide | HCID 22350042 | — |
| Reactant | HCID 58909298 | HCID 58909298 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 58909299 | HCID 58909299 | — |
Reaction Steps
(2R,3S)-3-amino-4-(3,5-difluorophenyl)-1-{[(4S)-6-iodo-3,4-dihydro-2H-chromen-4-yl]amino}butan-2-ol (1 equiv) was combined with 2-methylacetic acid, (1.25 equiv), EDC (1.5 equiv) and HOBt (1.5 equiv) in DMF/DCM (1:1, 10 mL). The reaction mixture was treated with Et3N and stirred at ambient temperature for 6 h. HPLC determined that the amine had been consumed by this time, and the reaction mixture was poured onto EtOAc and washed with 1M HCl, then the organics were dried over MgSO4 and concentrated to give an oil which was purified by reverse phase preparative HPLC. HRMS (ESI+) calcd for C23H27F2IN2O4 m/z 561.1063 (M+H)+. Found 561.1047.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07544717B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-9cb2cd27e87244d6a9077b2a75378099 |
| Source note | uspto-grants-2009_06 |