HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Isopropoxy-4-trifluoromethyl-quinoline-6-carboxylic acid → 2-Chloro-4-{3-chloro-4-[2-(2-isopropoxy-4-trifluoromethyl-quinolin-6-yl)-2-oxo-ethyl]-phenoxy}-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Isopropoxy-4-trifluoromethyl-quinoline-6-carboxylic acid | HCID 66697096 | — |
| Reactant | 4-(4-Bromomethyl-3-chloro-phenoxy)-2-chloro-benzonitrile | HCID 66697120 | — |
| Reactant | 3-Methyl-2-oxo-2,3-dihydro-benzooxazole-6-carbonyl chloride | HCID 86645879 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Product | 2-Chloro-4-{3-chloro-4-[2-(2-isopropoxy-4-trifluoromethyl-quinolin-6-yl)-2-oxo-ethyl]-phenoxy}-benzonitrile | HCID 66697118 | — |
Reaction Steps
In analogy to Example 49, step 1, 2-isopropoxy-4-trifluoromethyl-quinoline-6-carboxylic acid was converted to the acid chloride and subsequently reacted with 4-(4-bromomethyl-3-chloro-phenoxy)-2-chloro-benzonitrile in the presence of zinc and tetrakis(triphenyl-phosphine)palladium(0) to give the title compound as a yellow oil. MS (m/e, ISP neg. ion)=557.0 [M−H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08268820B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-5d535dea7b784f30b2c47d8405044edb |
| Source note | uspto-grants-2012_09 |