HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69595Generated: October 26, 2026
Diisopropylethylamine → (S)-N-methyl-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/69595
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (Cyanomethyl)trimethylphosphanium iodide | HCID 10514344 | — |
| Reactant | N-methyl-4-(piperazin-1-yl)benzamide | HCID 28749530 | — |
| 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-methyl-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 58324415 | — |
Reaction Steps
(S)-3-(hydroxymethyl)-6a,7,8,9-tetrahydropyrido[3,2-e]pyrrolo[1,2-a]pyrazin-6(5H)-one (1.500 g, 6.84 mmol), N-methyl-4-(piperazin-1-yl)benzamide (1.500 g, 6.84 mmol), (cyanomethyl)trimethylphosphonium iodide (2.494 g, 10.26 mmol) and N,N-diisopropylethylamine (5.97 ml, 34.2 mmol) were suspended in propiononitrile (Volume: 27.4 ml) and heated in a closed vial at 90° C. 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 |
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| Patent number | US08822470B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-325bc05ae51642279bcd9c58c77c1c4b |
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| Source note | uspto-grants-2014_09 |
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