HuagongsheHuagongshe Chemistry Print Report · For research reference only
L-Prolinol → 4-[(2S)-2-(Hydroxymethyl)pyrrolidin-1-yl]naphthalene-1-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | L-Prolinol | HCID 640091 | — |
| Reactant | 1-Cyano-4-fluoronaphthalene | HCID 2736734 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-[(2S)-2-(Hydroxymethyl)pyrrolidin-1-yl]naphthalene-1-carbonitrile | HCID 24743641 | — |
Reaction Steps
1-Cyano-4-fluoronaphthalene (86 mg, 0.5 mmol) was transferred to a Pyrex tube and L-prolinol (197 μL, 2.0 mmol) was added followed by toluene (0.5 mL). The tube was capped and the reaction tube was exposed to microwave irradiation (180° C., 5 min). The reaction mixture was concentrated and purified by flash chromatography on silica gel (eluent: 0-3% methanol in dichloromethane). Yield: 23 mg (18%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07268232B2 |
| Source dataset | uspto-grants-2007_09 |
| ORD ID | ord-c8fe259f9c5c45eca2a52ce2648f51de |
| Source note | uspto-grants-2007_09 |