Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Bromopyridine | HCID 7973 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 67515007 | HCID 67515007 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67981349 | HCID 67981349 | 69.5% |
Reaction Steps
To a solution of hydrochloride salt of N-{3-[4-(3-aza-bicyclo[3.1.0]hex-1-yl)-phenyl]-2-oxo-oxazolidin-5(S)-yl-methyl}-acetamide (Intermediate IV) (0.4 g, 1.1 mmol) in DCM (5 mL) were added DIPEA (0.5 mL, 3.4 mmol) and 2-bromopyridine (0.9 mL, 5.7 mmol) at r.t. The reaction mixture was stirred at 90° C. and progress of the reaction was monitored by TLC. On completion, the reaction mixture was diluted with water (10 mL) and extracted with DCM (2×20 mL). The organic layer was washed with brine (10 mL), dried over anhydrous sodium sulphate and concentrated in vacuo. The crude was purified by column chromatography (silica gel, 0.2:9.8 MeOH:CHCl3) to provide the title compound (0.3 g, 67%) as white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08906913B2 |
|---|
| Source dataset | uspto-grants-2014_12 |
|---|
| ORD ID | ord-500dcfff3a8b4ff7a6ecda365dd20fe3 |
|---|
| Source note | uspto-grants-2014_12 |
|---|