HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 726139, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Methyl acetoacetate | HCID 7757 | — |
| Reactant | o-Fluorobenzaldehyde | HCID 67970 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 726139 | HCID 726139 | — |
| Product | HCID 13958721 | HCID 13958721 | — |
Reaction Steps
As shown hereinbelow in Example 1, the intermediate 4-(2-fluorophenyl)-2,6-dimethyl-3,5-pyridinedicarboxylic acid was prepared in very good yield by first adding concentrated aqueous ammonia to a mixture of 2-fluorobenzaldehyde and methyl acetoacetate in methanol to produce dimethyl 4-(2-fluorophenyl)-1,4-dihyro-2,6-dimethyl-3,5-pyridinedicarboxylate, oxidizing the 1,4-dihydro compound with 4N nitric acid to produce dimethyl 4-(2-fluorophenyl)-2,6-dimethyl-3,5-pyridinedicarboxylate and saponifying the latter ester by heating it with sodium hydroxide in aqueous methanol at about 60°-65° C. to produce 4-(2-fluorophenyl)-2,6-dimethyl-3,5-pyridinedicarboxylic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04699984 |
| Source dataset | uspto-grants-1987_10 |
| ORD ID | ord-661c2e6dfc964ec7b6f13be3edf1883c |
| Source note | uspto-grants-1987_10 |