HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 57748729, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Bromo-1-fluoro-2-nitrobenzene | HCID 2736328 | — |
| Reactant | tert-Butyl (2S,4S)-4-amino-2-(hydroxymethyl)pyrrolidine-1-carboxylate | HCID 44828599 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57748729 | HCID 57748729 | 72.1% |
Reaction Steps
Heat a mixture of (2S,4S)-4-amino-2-hydroxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester (0.14 mol, 31 g), 5-bromo-2-fluoronitrobenzene (0.29 mol, 64.0 g) and triethylamine (0.58 mol, 59 g) in ethyl acetate (320 mL) to reflux for 16 h. Cool the reaction mixture to room temperature, dilute with ethyl acetate, and wash with water and brine. Dry the organic layer over anhydrous sodium sulfate, filter, and concentrate to obtain the title compound (42 g, crude) as a thick, dark, orange oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07994164B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-6a3ad0f611f744ffaa95c0714c2b7f90 |
| Source note | uspto-grants-2011_08 |