3-(2,2-Dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-benzonitrile → 1-{3-[3-(3-Cyano-phenyl)-3-oxo-propionylamino]-4-nitro-phenyl}-1H-pyrrole-2-carboxylic acid methyl ester

HRID 1266795Notes

Reaction equation

HRID 1266795 reaction equation
[CH3:1][O:2][C:3]([C:5]1[N:6]([C:10]2[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[C:12]([NH2:19])[CH:11]=2)[CH:7]=[CH:8][CH:9]=1)=[O:4].CC1(C)[O:26][C:25]([C:27]2[CH:28]=[C:29]([CH:32]=[CH:33][CH:34]=2)[C:30]#[N:31])=[CH:24][C:23](=O)[O:22]1>>[CH3:1][O:2][C:3]([C:5]1[N:6]([C:10]2[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[C:12]([NH:19][C:23](=[O:22])[CH2:24][C:25]([C:27]3[CH:34]=[CH:33][CH:32]=[C:29]([C:30]#[N:31])[CH:28]=3)=[O:26])[CH:11]=2)[CH:7]=[CH:8][CH:9]=1)=[O:4]

Participants

3

Reactant 2

HCID 117363373-(2,2-Dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-benzonitrileHCID 697798571-(3-Amino-4-nitro-phenyl)-1H-pyrrole-2-carboxylic acid methyl ester

Product 1

HCID 865869701-{3-[3-(3-Cyano-phenyl)-3-oxo-propionylamino]-4-nitro-phenyl}-1H-pyrrole-2-carboxylic acid methyl ester

Procedure

The title compound was prepared from 1-(3-amino-4-nitro-phenyl)-1H-pyrrole-2-carboxylic acid methyl ester (Example F9) and 3-(2,2-dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-benzonitrile (Example L1) according to the general procedure M. Obtained as a yellow solid (840 mg).

Sources & evidence

ORD record
ord-d98b220bece74bd1aff2a4d7a7848fc3
Source dataset
uspto-grants-2003_04
Patent number
US06548495B2

Reaction notes

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