HuagongsheHuagongshe Chemistry Print Report · For research reference only
Morpholine → 2-(2-methoxyethyl)-1-(5-morpholin-4-yl-5-oxopentyl)-1H-imidazo[4,5-c]quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 5-[2-(2-methoxyethyl)-1H-imidazo[4,5-c]quinolin-1-yl]pentanoic acid | HCID 69506728 | — |
| Product | 2-(2-methoxyethyl)-1-(5-morpholin-4-yl-5-oxopentyl)-1H-imidazo[4,5-c]quinoline | HCID 69506685 | 96.4% |
Reaction Steps
5-[2-(2-Methoxyethyl)-1H-imidazo[4,5-c]quinolin-1-yl]pentanoic acid (5.5 g, 17 mmol) was treated according to a modification of the method described in Part F of Example 6. The reaction with oxalyl chloride (2.63 mL, 30.2 mmol) was carried out at ambient temperature and was complete in 30 minutes. The reaction with morpholine (4.40 mL, 50.4 mmol) was complete after 30 minutes. Following the work-up procedure, 6.5 g of 2-(2-methoxyethyl)-1-(5-morpholin-4-yl-5-oxopentyl)-1H-imidazo[4,5-c]quinoline were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697873B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-9fd1809e6efc468593fcfa0f0f6098e3 |
| Source note | uspto-grants-2014_04 |