HuagongsheHuagongshe Chemistry Print Report · For research reference only
Carbon Dioxide → 5-((tert-Butoxycarbonyl)amino)-2-fluoroisonicotinic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Carbon Dioxide | HCID 280 | — |
| Reactant | tert-Butyl (6-fluoropyridin-3-yl)carbamate | HCID 11031143 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Product | 5-((tert-Butoxycarbonyl)amino)-2-fluoroisonicotinic acid | HCID 10611065 | 25% |
Reaction Steps
Reaction of 5-[N-(tert-butoxycarbonyl)amino]-2-fluoropyridine (5.3 g, 25 mmol) sequentially with n-BuLi and CO2 as described in the following example gives 5-[N-(tert-butoxycarbonyl)amino]-2-fluoropyridine-4-carboxylic acid (1.60 g, 25%). 1H NMR (DMSO) δ 9.83 (1H, brs), 8.84 (1H, s), 7.49 (1H, d, J=2.9 Hz), 1.47 (9H, s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06521620B1 |
| Source dataset | uspto-grants-2003_02 |
| ORD ID | ord-30b91707fab5401199fd137a9129e446 |
| Source note | uspto-grants-2003_02 |