HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 66673554, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidine | HCID 1514396 | — |
| Reactant | 5-Bromo-2-fluoropyridine | HCID 2783168 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 66673554 | HCID 66673554 | 27.3% |
Reaction Steps
Dissolve 5-bromo-2-fluoro-pyridine (5.20 g, 29.53 mmol), and (S)-pyrrolidin-3-yl-carbamic acid tert-butyl ester (5.50 g, 29.53 mmol) in acetonitrile (100 mL) and reflux with K2CO3 (8.90 g, 64.96 mmol) for 3 h. Filter the reaction mixture and wash with EtOAc (100 mL). Concentrate the filtrate and purify the resulting crude material by silica gel chromatography, eluting with 40% EtOAc/hexanes to give 2.76 g (27%) of the title compound. LC-MS/ES m/z (81Br) 344.3 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08101764B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-6642b0230ac648649dd04b46cf9cce6b |
| Source note | uspto-grants-2012_01 |