HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Hydroxide → 1-ethyl-4-chloro-7-methoxy-1H-pyrazolo[3,4-b]quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | N-(1-ethylpyrazol-5-yl)-4-methoxyanthranilic acid | HCID 19592233 | — |
| Product | 1-ethyl-4-chloro-7-methoxy-1H-pyrazolo[3,4-b]quinoline | HCID 19592218 | 87% |
Reaction Steps
A mixture of N-(1-ethylpyrazol-5-yl)-4-methoxyanthranilic acid (13.3 g, 0.051 mol) and POCl3 (125 ml) is refluxed for 3 hours, then is allowed to sit overnight. The volume of POCl3 is reduced, then ice water, followed by NH4OH are added. A precipitate forms which is collected by filtration and dried in a vacuum oven at 50° C. to afford 11.51 g (87%) of 1-ethyl-4-chloro-7-methoxy-1H-pyrazolo[3,4-b]quinoline, m.p. 95°-98° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05852035 |
| Source dataset | uspto-grants-1998_12 |
| ORD ID | ord-5aa4e613ba6941979964b18d81e0318e |
| Source note | uspto-grants-1998_12 |