HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethylamine → HCID 86601519, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethylamine | HCID 8021 | — |
| Reactant | HCID 178480854 | HCID 178480854 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86601519 | HCID 86601519 | 69.5% |
Reaction Steps
Crude 5′-(5-cyano-1-methyl-1H-pyrrol-2-yl)spiro[cyclohexane-1,3′-[3H]indol]-2′-ylidenecyanamide (95.0 g; purity 78% HPLC area) in THF (250 mL) was treated with diethylamine (105 g) and refluxed with a concomitant addition of THF (3.35 L) until dissolved. The solvent was distilled off (2.5 L) during which a precipitate was formed. The flask was cooled to ambient temperature and the white precipitate was filtered, washed with ether and dried to give 58.0 g (61% yield) of purified 5′-(5-cyano-1-methyl-1H-pyrrol-2-yl)spiro[cyclohexane-1,3′-[3H]indol])-2′-ylidenecyanamide (purity >99% HPLC area).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08309594B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-ac0ca01e56544d3dad3723387cbca6d1 |
| Source note | uspto-grants-2012_11 |