HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 69002693, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-Phenethylamine, (+)- | HCID 643189 | — |
| Reactant | PyBroP | HCID 2733179 | — |
| Reactant | HCID 44818810 | HCID 44818810 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69002693 | HCID 69002693 | 5% |
Reaction Steps
To a suspension of 4-{(R)-2-[4-(4-chloro-phenyoxy)-phenoxymethyl]-pyrrolidin-1-yl}-butyric acid HCl salt (220 mg, 0.5 mmol, 1 eq.) in dichloromethane (5 ml) was added PyBrOP (280 mg, 0.6 mmol, 1.2 eq.), DIPEA (200 mg, 1.5 mmol, 3 eq.) and (R)-1-phenyl ethylamine (80 mg, 0.6 mmol 1.2 eq.). The mixture was stirred at room temperature overnight. The volatile material was removed under reduced pressure and the residue was purified by preparative TLC using dichloromethane/MeOH (15:1) as mobile phase (twice) followed by a column chromatography on silica gel using dichloromethane/MeOH (15:1) as eluent to give the desired product (12 mg, 5%); LCMS (UV, ESI), m/z 493 (M); HPLC: 99%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08598359B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-78a94b796428456a8e5c769d0cab4a0c |
| Source note | uspto-grants-2013_12 |