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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 255975Generated: October 31, 2026

Ammonia → HCID 726139, compound

https://huagongshe.com/reaction/255975

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantMethyl acetoacetateHCID 7757—
Reactanto-FluorobenzaldehydeHCID 67970—
SolventMethanolHCID 887—
ProductHCID 726139HCID 726139—
ProductHCID 13958721HCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04699984
Source datasetuspto-grants-1987_10
ORD IDord-661c2e6dfc964ec7b6f13be3edf1883c
Source noteuspto-grants-1987_10