HuagongsheHuagongshe Chemistry Print Report · For research reference only
Butyl ether → (+/-)-[[1-(2,5-Dihydro-1H-pyrrol-1-yl)cyclopentyl](phenyl)methyl]amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Butyl ether | HCID 8909 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | {1-[Amino(phenyl)methyl]cyclopentyl}dimethylamine | HCID 11521393 | — |
| Reactant | 1-(2,5-Dihydro-1H-pyrrol-1-yl)cyclopentanecarbonitrile | HCID 59347862 | — |
| Reactant | HCID 178506676 | HCID 178506676 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (+/-)-[[1-(2,5-Dihydro-1H-pyrrol-1-yl)cyclopentyl](phenyl)methyl]amine | HCID 59347866 | 45% |
Reaction Steps
The title compound (1.35 g; 45%) was prepared from 1-(2,5-dihydro-1H-pyrrol-1-yl)cyclopentanecarbonitrile D37 (2.0 g; 12.3 mmol), and phenyllithium in di-n-butylether (7.5 ml of 1.8M solution; 13.5 mmol) in THF (20 ml), followed by reaction with sodium borohydride (1.402 g; 36.9 mmol) in methanol (20 ml) in a similar manner to that described in D2. Mass Spectrum (Electrospray LC/MS): Found 243 (MH+). C16H22N2 requires 242. Ret. time 1.02 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745642B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-774247e904624079aabbb34d35215d5f |
| Source note | uspto-grants-2010_06 |