3-(2,2-Dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-benzonitrile → N-{5-[3-(2-chloro-phenyl)-4-cyano-pyrrol-1-yl]-2-nitro-phenyl}-3-(3-cyano-phenyl)-3-oxo-propionamide

HRID 1266786Notes

Reaction equation

HRID 1266786 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([N:11]2[CH:15]=[C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[Cl:22])[C:13]([C:23]#[N:24])=[CH:12]2)[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].CC1(C)[O:31][C:30]([C:32]2[CH:33]=[C:34]([CH:37]=[CH:38][CH:39]=2)[C:35]#[N:36])=[CH:29][C:28](=O)[O:27]1>>[Cl:22][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1[C:14]1[C:13]([C:23]#[N:24])=[CH:12][N:11]([C:4]2[CH:5]=[CH:6][C:7]([N+:8]([O-:10])=[O:9])=[C:2]([NH:1][C:28](=[O:27])[CH2:29][C:30]([C:32]3[CH:39]=[CH:38][CH:37]=[C:34]([C:35]#[N:36])[CH:33]=3)=[O:31])[CH:3]=2)[CH:15]=1

Participants

3

Reactant 2

HCID 117363373-(2,2-Dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-benzonitrileHCID 185488181-(3-Amino-4-nitro-phenyl)-4-(2-chloro-phenyl)-1H-pyrrole-3-carbonitrile

Product 1

HCID 18548747N-{5-[3-(2-chloro-phenyl)-4-cyano-pyrrol-1-yl]-2-nitro-phenyl}-3-(3-cyano-phenyl)-3-oxo-propionamide

Procedure

The title compound was prepared from 1-(3-amino-4-nitro-phenyl)-4-(2-chloro-phenyl)-1H-pyrrole-3-carbonitrile (Example E2) and 3-(2,2-dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-benzonitrile (Example L1) according to the general procedure M. Obtained as an orange-brown solid (203 mg).

Sources & evidence

ORD record
ord-3a452f52f60f4067bf1dd238585346b6
Source dataset
uspto-grants-2003_04
Patent number
US06548495B2

Reaction notes

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