HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → N-((R)-1-((S)-2-cyanopyrrolidine-1-yl)-1-oxopropan-2-yl)quinoline-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Quinoline-4-carbonyl chloride hydrochloride | HCID 12373997 | — |
| Reactant | (S)-1-((R)-2-aminopropanoyl)pyrrolidine-2-carbonitrile 4-methylbenzenesulfonate | HCID 89705053 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-((R)-1-((S)-2-cyanopyrrolidine-1-yl)-1-oxopropan-2-yl)quinoline-4-carboxamide | HCID 89705242 | — |
Reaction Steps
Quinoline-4-carbonyl chloride hydrochloride (0.067 g, 0.295 mmol) was added to a mixture of DIPEA (0.160 ml, 0.913 mmol) and (S)-1-((R)-2-aminopropanoyl)pyrrolidine-2-carbonitrile 4-methylbenzenesulfonate (0.100 g, 0.295 mmol) in DCM. After 3 h the mixture was washed with 1N citric acid and saturated sodium bicarbonate and brine. The organic layer was dried sodium sulfate, filtered and purified by column chromatography using a mixture of ethylacetate and methanol as eluents.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09346814B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-98b31889b38046e9a4ab9e46f77680d4 |
| Source note | uspto-grants-2016_05 |