HuagongsheHuagongshe Chemistry Print Report · For research reference only
Glycol monoethyl ether → 4-(3-Bromo-phenylamino)-6-methoxy-7-(3-morpholin-4-yl-propoxy)-quinoline-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Glycol monoethyl ether | HCID 8076 | — |
| Reactant | 3-Bromoaniline | HCID 11562 | — |
| Reactant | Pyridinium chloride | HCID 10176127 | — |
| Reactant | 4-Chloro-6-methoxy-7-(3-morpholinopropoxy)quinoline-3-carbonitrile | HCID 22466601 | — |
| Product | 4-(3-Bromo-phenylamino)-6-methoxy-7-(3-morpholin-4-yl-propoxy)-quinoline-3-carbonitrile | HCID 22466608 | — |
Reaction Steps
The method of Example 312 was used as well as 0.3 g of 4-chloro-6-methoxy-7-(3-morpholin-4-yl-propoxy)-quinoline-3-carbonitrile, 0.12 ml of 3-bromo aniline, 0.1 g of pyridine hydrochloride and 4.0 ml of 2-ethoxy ethanol. This afforded an oil which was purified by silica gel flash chromatography utilizing a gradient of methylene chloride/methanol (96:4 to 92:8) to give 0.22 g of the tide compound as an off white solid, mp 115-118 C; mass spectrum (ES, m/e):M+H499.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06002008 |
| Source dataset | uspto-grants-1999_12 |
| ORD ID | ord-07573d2c8bfe43b4801474d41395ac40 |
| Source note | uspto-grants-1999_12 |