| Identification | Back Directory | [Name]
2-cyanoethyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate | [CAS]
1050477-44-5 | [Synonyms]
2-cyanoethyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate
2-Cyanoethyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-1,4-dihydro-2,8-dimethyl-1,6-naphthyridine-3-carboxylate
1,6-Naphthyridine-3-carboxylic acid, 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-1,4-dihydro-2,8-dimethyl-, 2-cyanoethyl ester | [EINECS(EC#)]
810-151-1 | [Molecular Formula]
C24H24N4O4 | [MDL Number]
MFCD32204862 | [MOL File]
1050477-44-5.mol | [Molecular Weight]
432.47 |
| Chemical Properties | Back Directory | [Boiling point ]
588.7±50.0 °C(Predicted) | [density ]
1.28±0.1 g/cm3(Predicted) | [vapor pressure ]
0Pa at 25℃ | [pka]
6.09±0.70(Predicted) | [Water Solubility ]
290μg/L at 20℃ | [InChI]
InChI=1S/C24H24N4O4/c1-5-31-23-21-20(17-8-7-16(12-26)11-18(17)30-4)19(24(29)32-10-6-9-25)15(3)28-22(21)14(2)13-27-23/h7-8,11,13,20,28H,5-6,10H2,1-4H3 | [InChIKey]
AZFZQYUDLXNVMW-UHFFFAOYSA-N | [SMILES]
N1C2=C(C(OCC)=NC=C2C)C(C2=CC=C(C#N)C=C2OC)C(C(OCCC#N)=O)=C1C | [LogP]
3.64 |
| Hazard Information | Back Directory | [Uses]
2-Cyanoethyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate is used as a Finerenone intermediate. | [Flammability and Explosibility]
Notclassified | [Synthesis]
2-cyanoethyl 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate is prepared by the reaction of 2-Cyanoethyl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate and Triethyl orthoacetate. The specific synthesis steps are as follows:
2-Cyanoethyl 4-(4-cyano-2-methoxyphenol)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate (XI) 2.142 kg (5.3 mol) of 2-cyanoethyl 4-(4-cyano-2-methoxyphenyl)-2,8-dimethyl-5-oxo-1,4,5,6-tetrahydro-1,6-naphthyridine-3-carboxylate (X) and 2.35 kg (14.5 mol) of triethyl orthoacetate are dissolved in 3.21 kg of NMP (1-methyl-2-pyrrolidone) and 157.5 g of concentrated sulphuric acid are added. The mixture is heated at 115° C. for 1.5 hours and then cooled to 50° C. At 50° C., 2.2 l of water are added dropwise over 30 minutes. After completion of the addition, the mixture is seeded with 10 g of the title compound (XI) and a further 4.4 l of water are added dropwise over 30 minutes at 50° C. The mixture is cooled to 0° C. (gradient, 2 hours) and then stirred at 0° C. for two hours. The product is filtered off, washed twice with 4 l each time of water and dried at 50° C. under vacuum. Yield: 2180.7 g (95.1% of theory) of a pale yellow solid. -Pos=93,Num=8 247 H-0:h-00351 248 248 248 248 248 248 --3:p-00352 248 --3:p-00353 --00-00-00-0-1-00 -710189200HPLC method B: RT ca. 10.2 min.
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