HuagongsheHuagongshe Chemistry Print Report · For research reference only
Glycine ethyl ester → HCID 61795720, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Glycine ethyl ester | HCID 12176 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 5-Bromopyridine-3-sulfonyl chloride | HCID 20324474 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 61795720 | HCID 61795720 | 14% |
Reaction Steps
A solution of 5-bromopyridine-3-sulfonyl chloride (3.5 g, 14 mmol) and glycine ethylester (2.1 g, 20 mmol), diisopropyl ethyl amine (2.6 g, 20 mmol) in THF (70 mL) was stirred at room temperature for 16 h. The reaction mixture was partitioned between saturated aqueous sodium chloride and ethyl acetate. The organic solution was separated, dried and evaporated under reduced pressure. The residue was purified using flash silica gel column chromatography using ethyl acetate/hexanes to obtain ethyl 2-(5-bromopyridine-3-sulfonamido)acetate (600 mg, 14%); LCMS Method T: retention time 1.31 min; [M+1]=323, 325.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575184B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-fc2f0b0cc02c4c7784a895b5e72a3c82 |
| Source note | uspto-grants-2013_11 |