HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 68586091, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | (4-Chloro-6-methoxy-[1,3,5]triazin-2-yl)-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine | HCID 86640783 | — |
| Catalyst | HCID 86640788 | HCID 86640788 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 68586091 | HCID 68586091 | 55% |
Reaction Steps
A solution of (4-chloro-6-methoxy-[1,3,5]triazin-2-yl)-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine (0.35 g, 1.0 mmol) in a mixture of 7 ml methanol and 3.5 ml ethyl acetate was treated with triethylamine (0.21 ml, 1.5 mmol) and tris(dibenzylideneacetone) dipalladium dichloromethane-complex (70 mg, 0.09 mmol). The mixture was transferred to an autoclave, flushed with carbon monoxide and hold 20 hours at 80° C. under a pressure of 5 bar of carbon monoxide. After cooling and evacuating the carbon monoxide, the mixture was concentrated to about 2 ml and diluted again with a mixture of ethyl acetate/methanol 9:1 v/v. The title compound precipitated as an intensely yellow solid after cooling in the refrigerator for 17 hours. Yield=55%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08389717B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-654a6ce1a6694cbfb7aa0244c2e09420 |
| Source note | uspto-grants-2013_03 |