o-Fluorobenzaldehyde → HCID 54216523, compound

HRID 1287866Notes

Reaction equation

HRID 1287866 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=O.[CH3:10][O:11][C:12](=[O:19])[CH:13]=[C:14]([NH2:18])[O:15][CH2:16][CH3:17]>C(O)(C)C>[CH3:10][O:11][C:12]([C:13]1[CH:4]([C:3]2[CH:6]=[CH:7][CH:8]=[CH:9][C:2]=2[F:1])[CH:13]([C:12]([O:11][CH3:10])=[O:19])[C:14]([O:15][CH2:16][CH3:17])=[N:18][C:14]=1[NH2:18])=[O:19]

Participants

4

Reactant 2

HCID 67970o-FluorobenzaldehydeHCID 71366473Methyl 3-amino-3-ethoxyprop-2-enoate

Product 1

HCID 54216523HCID 54216523, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Procedure

Heating a solution of 6.3 g of 2-fluorobenzaldehyde and 14.5 g of 3-amino-3-ethoxyacrylic acid methyl ester in 50 ml of isopropanol for 8 hours yields 2-amino-4-(2-fluorophenyl)-6-ethoxy-4,5-dihydropyridine-3,5-dicarboxylic acid dimethyl ester of melting point 180° C (isopropanol). Yield: 59% of theory.

Sources & evidence

ORD record
ord-40db6028bbbd4057bfededa0b9bc76fb
Source dataset
uspto-grants-1976_10
Patent number
US03985886

Reaction notes

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