HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 59840877, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Acetic-formic anhydride | HCID 75269 | — |
| Reactant | HCID 16737732 | HCID 16737732 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59840877 | HCID 59840877 | 81% |
Reaction Steps
To a solution of (2S)—N-(benzyloxy)-2-{[4-(4-methoxyphenyl)piperazin-1-yl]carbonyl}-4-methylpentan-1-amine (122 mg; 0.29 mmol; 1.0 eq.) and triethylamine (123 μL; 0.86 mmol; 3.0 eq.) in THF (2 mL) was added formic acetic anhydride (63 mg, 0.72 mmol, 2.5 eq., prepared as described in Krimen et al., in Organic Syntheses Coll. Vol 6, p 8. The solution was stirred for 4.5 h at room temperature. The solvents were evaporated and the residue purified by column chromatography (Silicagel, 1/1 EtOAc/c-Hex) to give the title product as a colorless oil (105 mg, 81%). HPLC, Rt: 3.17 min (purity: 100%). M+ (LC-MS (ESI)): 454.4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08309579B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-c4e068aba4fb49e6be68c5cb77349288 |
| Source note | uspto-grants-2012_11 |