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

HRID 1461983Notes

Reaction equation

HRID 1461983 reaction equation
[NH2:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][N:3]=1.C(O[CH:12]=[C:13]([C:19]#[N:20])[C:14]([O:16][CH2:17][CH3:18])=[O:15])C.C(C(=CNC1C=CC(CCCC)=CN=1)C(OCC)=O)#N>>[C:19]([C:13](=[CH:12][NH:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][N:3]=1)[C:14]([O:16][CH2:17][CH3:18])=[O:15])#[N:20]

Participants

4

Reactant 3

HCID 789432-Propenoic acid, 2-cyano-3-ethoxy-, ethyl esterHCID 6932672-Amino-3-chloropyridineHCID 70514903Ethyl 2-cyano-3-(5-n-butyl-2-pyridylamino)acrylate

Product 1

HCID 70515126Ethyl 2-cyano-3-(3-chloro-2-pyridylamino)acrylateYield 44%

Procedure

The title compound (m.p. 139.5°-141.5°, 44% yield) was prepared from 2-amino-3 -chloropyridine and ethyl ethoxymethylenecyanoacetate in a manner similar to that described for the preparation of ethyl 2-cyano-3-(5-n-butyl-2-pyridylamino)acrylate in Preparation D3 of U.S. Pat. No. 4,122,274.

Sources & evidence

ORD record
ord-31438884dba449998bb09c1c720b0d56
Source dataset
uspto-grants-1984_07
Patent number
US04457932

Reaction notes

Loading…