HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodine → HCID 21948202, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Iodine | HCID 807 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| Reactant | HCID 21948152 | HCID 21948152 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21948202 | HCID 21948202 | 56.5% |
Reaction Steps
K2CO3 (210 mg, 1.52 mmol) and I2 (390 mg, 1.52 mmol,) were added to a solution 2-anilino-7-chloro-5-methyl-1-phenyl-1,8-naphthyridin-4(1H)-one (500 mg, 1.38 mmol) in DMF (10 mL). The mixture was stirred for 30 min and then poured into an aqueous solution of saturated Na2S2O3 (10 mL). The aqueous solution was extracted with EtOAc. The combined organic extracts were dried over MgSO4, and concentrated in vacuo. Silica gel flash chromatography of the residue using 4:1 to 1:1 Hex:EtOAc afforded 2-anilino-7-chloro-3-iodo-5-methyl-1-phenyl-1,8-naphthyridin-4(1H)-one (380 mg, 56%): LCMS RT: 3.45 min, MH+: 488.2, Rf=0.5 (2:1 Hex:EtOAc).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06900205B2 |
| Source dataset | uspto-grants-2005_05 |
| ORD ID | ord-059bf99d550b41c5bb452e8eb90fe1e0 |
| Source note | uspto-grants-2005_05 |