HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Hydroxide → HCID 21217720, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Morpholine, 4-(2-chloroethyl)-, hydrochloride (1:1) | HCID 77210 | — |
| Reactant | HCID 9818690 | HCID 9818690 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 21217720 | HCID 21217720 | 14.7% |
Reaction Steps
A mixture of DMSO (6 ml), chloroethylmorpholine hydrochloride (1.23 g, 6.6 mmol), 1-ethyl-6-hydroxy-N-(cyclohexylmethyl)-1H-pyrazolo[3,4-b]quinolin-4-amine (2 g, 6.6 mmol) and KOH (1 g) is stirred at room temperature overnight. The reaction mixture is partitioned between CH2Cl2 and water and the CH2Cl2 layer is separated and evaporated. The residue is purified by column chromatography on silica gel eluting with 10% ethanol/ethyl acetate to afford the product as the free base. The free base is recrystallized from hot ethyl acetate/hexane to afford 0.425 g of 1-ethyl-6-[2-(4-morpholinyl)ethoxy]-N-(cyclohexylmethyl)-1H-pyrazolo[3,4-b]quinolin-4-amine, as a yellow powder, m.p. 176°-178° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05942520 |
| Source dataset | uspto-grants-1999_08 |
| ORD ID | ord-b457b5ccff784dac80b3574ee8ca33fb |
| Source note | uspto-grants-1999_08 |