2-Propenoic acid, 2-cyano-3-ethoxy-, ethyl ester → Ethyl 2-cyano-3-(5-ethyl-2-pyridylamino)acrylate

HRID 1701402Notes

Reaction equation

HRID 1701402 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH3:9])=[CH:4][N:3]=1.C(O[CH:13]=[C:14]([C:20]#[N:21])[C:15]([O:17][CH2:18][CH3:19])=[O:16])C.C(C(=CNC1C=CC(C)=CN=1)C(OCC)=O)#N>>[C:20]([C:14](=[CH:13][NH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH3:9])=[CH:4][N:3]=1)[C:15]([O:17][CH2:18][CH3:19])=[O:16])#[N:21]

Participants

4

Reactant 3

HCID 789432-Propenoic acid, 2-cyano-3-ethoxy-, ethyl esterHCID 4480416Ethyl 2-cyano-3-(5-methyl-2-pyridylamino)acrylateHCID 98127775-Ethylpyridin-2-amine

Product 1

HCID 70593660Ethyl 2-cyano-3-(5-ethyl-2-pyridylamino)acrylateYield 25.4%

Procedure

The title compound (m.p. 155°-156°, 25.4% yield) was prepared from 2-amino-5-ethylpyridine and ethyl ethoxymethylenecyanoacetate in a manner similar to that described for the preparation of ethyl 2-cyano-3-(5-methyl-2-pyridylamino)acrylate in Preparation 6.

Sources & evidence

ORD record
ord-cf23d662f1b84f24ba3646701314fbd6
Source dataset
uspto-grants-1980_03
Patent number
US04192944

Reaction notes

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