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

HRID 1266794Notes

Reaction equation

HRID 1266794 reaction equation
[CH3:1][O:2][CH2:3][C:4]1[N:5]([C:9]2[CH:10]=[CH:11][C:12]([N+:16]([O-:18])=[O:17])=[C:13]([NH2:15])[CH:14]=2)[CH:6]=[CH:7][CH:8]=1.CC1(C)[O:25][C:24]([C:26]2[CH:27]=[C:28]([CH:31]=[CH:32][CH:33]=2)[C:29]#[N:30])=[CH:23][C:22](=O)[O:21]1>>[C:29]([C:28]1[CH:27]=[C:26]([C:24](=[O:25])[CH2:23][C:22]([NH:15][C:13]2[CH:14]=[C:9]([N:5]3[CH:6]=[CH:7][CH:8]=[C:4]3[CH2:3][O:2][CH3:1])[CH:10]=[CH:11][C:12]=2[N+:16]([O-:18])=[O:17])=[O:21])[CH:33]=[CH:32][CH:31]=1)#[N:30]

Participants

3

Reactant 2

HCID 117363373-(2,2-Dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-benzonitrileHCID 185488175-(2-Methoxymethyl-pyrrol-1-yl)-2-nitro-phenylamine

Product 1

HCID 185488973-(3-Cyano-phenyl)-N-[5-(2-methoxymethyl-pyrrol-1-yl)-2-nitro-phenyl]-3-oxo-propionamide

Procedure

The title compound was prepared from 5-(2-methoxymethyl-pyrrol-1-yl)-2-nitro-phenylamine (Example F8) 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 light brown solid (620 mg).

Sources & evidence

ORD record
ord-ed5723314a0d4f7691a39d21ec00ded6
Source dataset
uspto-grants-2003_04
Patent number
US06548495B2

Reaction notes

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