HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl formate → HCID 20317077, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl formate | HCID 8025 | — |
| Reactant | 2-Pyridone | HCID 8871 | — |
| Reactant | Methylamine hydrochloride | HCID 6364545 | — |
| Reactant | HCID 12879239 | HCID 12879239 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | 1-(4-Chlorophenyl)-3-[3-(trifluoromethyl)phenyl]propan-2-one | HCID 23345753 | — |
| Product | HCID 20317077 | HCID 20317077 | — |
Reaction Steps
A 15 g. portion of 1-(4-chlorophenyl)-3-(3-trifluoromethylphenyl)-2-propanone was reacted with ethyl formate and methylamine hydrochloride to prepare 10 g. of 3-(4-chlorophenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridinone. The intermediate pyridinone was reduced with lithium aluminum hydride. Column chromatographic separation of the reaction mixture on a silica gel column as described in the examples above produced about 0.5 g. of the compound of Example 18, m.p. 122.5°, about 1.1 g. of the compound of Example 19, m.p. 113.5°, and about 1.3 g. of the compound of Example 20, m.p. 115.5°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04065290 |
| Source dataset | uspto-grants-1977_12 |
| ORD ID | ord-64c0033feb91409cadf378d9576ea806 |
| Source note | uspto-grants-1977_12 |