HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → (R)-[1-(4-Fluorophenyl)pyrrolidin-2-yl]methanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Borane;tetrahydrofuran | HCID 2723981 | — |
| Reactant | (R)-5-(Aminomethyl)-1-(4-fluorophenyl)pyrrolidin-2-one | HCID 96683900 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (R)-[1-(4-Fluorophenyl)pyrrolidin-2-yl]methanamine | HCID 117839679 | — |
Reaction Steps
To a tetrahydrofuran solution (1.0 mL) of (R)-5-(aminomethyl)-1-(4-fluorophenyl)pyrrolidin-2-one (50.0 mg, 0.240 mmol) synthesized in Reference Synthesis Example 216, borane-tetrahydrofuran complex (8.5% tetrahydrofuran solution) (0.760 mL, 0.720 mmol) was added and the resultant mixture was stirred at room temperature for 1 hour 30 minutes. Thereafter, the borane-tetrahydrofuran complex (1.0 mL) was further added and the resultant mixture was stirred at 70° C. for 1 day. After completion of the reaction, methanol was added to the reaction solution and the resultant mixture was stirred at 70° C. for 3 hours, followed by concentrating the reaction solution under reduced pressure to obtain a crude product of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09403798B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-f8ab5cb833bc41aaaf6718d84f20fa02 |
| Source note | uspto-grants-2016_08 |