HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 716220Generated: October 26, 2026
Diisopropylethylamine → (S)-N-ethyl-4-(4-((6-oxo-5,6,6a,7,8,9-hexahydropyrido[3,2-e]pyrrolo[1,2-a]pyrazin-3-yl)methyl)piperazin-1-yl)benzamide
https://huagongshe.com/reaction/716220
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (Cyanomethyl)trimethylphosphanium iodide | HCID 10514344 | — |
| Reactant | N-ethyl-4-(piperazin-1-yl)benzamide | HCID 28749590 | — |
| Reactant | (S)-3-(hydroxymethyl)-6a,7,8,9-tetrahydropyrido[3,2-e]pyrrolo[1,2-a]pyrazin-6(5H)-one | HCID 58324378 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Propionitrile | HCID 7854 | — |
| Product | (S)-N-ethyl-4-(4-((6-oxo-5,6,6a,7,8,9-hexahydropyrido[3,2-e]pyrrolo[1,2-a]pyrazin-3-yl)methyl)piperazin-1-yl)benzamide | HCID 46864826 | — |
Reaction Steps
To a suspension of (S)-3-(hydroxymethyl)-6a,7,8,9-tetrahydropyrido[3,2-e]pyrrolo[1,2-a]pyrazin-6(5H)-one (0.8 g, 3.65 mmol)) in propiononitrile (Volume: 27.4 ml) was added (cyanomethyl)trimethylphosphonium iodide (1.064 g, 4.38 mmol), N-ethyl-4-(piperazin-1-yl)benzamide (0.851 g, 3.65 mmol) and DIEA (1.912 ml, 10.95 mmol). The vial was heated to 90° C. for 16 hours. The crude reaction was cooled to RT, DMSO (1 ml) was added, and the mixture was purified via HPLC (55-90, basic) to give the product as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09187497B2 |
|---|
| Source dataset | uspto-grants-2015_11 |
|---|
| ORD ID | ord-b81863c7b673498f81343fc7b2e5be96 |
|---|
| Source note | uspto-grants-2015_11 |
|---|