HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 3-Amino-pyridine-2-sulfonic acid quinolin-8-ylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 3-Nitro-pyridine-2-sulfonic acid quinolin-8-ylamide | HCID 68183280 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-Amino-pyridine-2-sulfonic acid quinolin-8-ylamide | HCID 68183136 | 95.1% |
Reaction Steps
Sat. NH4Cl (0.49 g, 9.09 mmol) was added to a solution of 3-nitro-pyridine-2-sulfonic acid quinolin-8-ylamide (Intermediate 259) (0.3 g, 0.91 mmol) in MeOH:THF(10 ml, 1:1) followed by zinc powder (0.48 g, 7.27 mmol) and the mixture was stirred at room temperature for 18 h. The mixture was filtered through celite and washed with THF. The filtrate was concentrated in vacuo and the residue was diluted with EtOAc. The organic phase was dried (Na2SO4) and concentrated in vacuo. The crude residue was purified by column chromatography with DCM/MeOH as the eluent to give the title compound (0.26 g, 95%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09102688B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-59ab7fdbcc13496aae95b9865214ee63 |
| Source note | uspto-grants-2015_08 |