HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 67246961, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-(Bromomethyl)-1-fluoro-4-nitrobenzene | HCID 10353967 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67246961 | HCID 67246961 | 94% |
Reaction Steps
A −20° C. mixture of DIEA (552 mg, 4.27 mmol) and pyrrolidine (152 mg, 2.137 mmol) in THF (5 mL) was treated drop-wise with a solution of 2-(bromomethyl)-1-fluoro-4-nitrobenzene (500 mg, 2.137 mmol) in THF (5 mL), allowed to warm to RT and stirred for 6 h. The mixture was treated with EtOAc, washed with water, then brine, dried over Na2SO4 and concentrated to dryness to afford 1-(2-fluoro-5-nitrobenzyl)pyrrolidine (450 mg, 94% yield). MS (ESI) m/z: 225.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08940756B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-b43aa1da6bda41f192e25fdd0044b395 |
| Source note | uspto-grants-2015_01 |