HuagongsheHuagongshe Chemistry Print Report · For research reference only
Citric Acid → 7-Azetidin-1-yl-6-bromo-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Ethyl 7-azetidin-1-yl-6-bromo-1-(2-cyanoethyl)-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate | HCID 67275613 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 7-Azetidin-1-yl-6-bromo-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid | HCID 10358857 | — |
Reaction Steps
A suspension of EXAMPLE 82A (0.50 g) in methanol (100 mL) at reflux was treated with 1M LiOH (50 mL), stirred for 3 hours then cooled, treated with 10% citric acid, and filtered to provide the desired product. NMR (300 MHz, DMSO-d6) δ 17.21 (s, 1H), 8.68 (s, 1H), 8.32 (s, 1H), 4.29 (m, 4H), 2.26 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08163769B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-2d6ef4624c914bfc9344e07a87f1b595 |
| Source note | uspto-grants-2012_04 |