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

HRID 1266789Notes

Reaction equation

HRID 1266789 reaction equation
[I:1][C:2]1[C:7]([N:8]2[CH:12]=[CH:11][CH:10]=[CH:9]2)=[CH:6][C:5]([NH2:13])=[C:4]([N+:14]([O-:16])=[O:15])[CH:3]=1.CC1(C)[O:23][C:22]([C:24]2[CH:25]=[C:26]([CH:29]=[CH:30][CH:31]=2)[C:27]#[N:28])=[CH:21][C:20](=O)[O:19]1>>[C:27]([C:26]1[CH:25]=[C:24]([C:22](=[O:23])[CH2:21][C:20]([NH:13][C:5]2[CH:6]=[C:7]([N:8]3[CH:12]=[CH:11][CH:10]=[CH:9]3)[C:2]([I:1])=[CH:3][C:4]=2[N+:14]([O-:16])=[O:15])=[O:19])[CH:31]=[CH:30][CH:29]=1)#[N:28]

Participants

3

Reactant 2

HCID 117363373-(2,2-Dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-benzonitrileHCID 185487344-Iodo-2-nitro-5-pyrrol-1-yl-phenylamine

Product 1

HCID 185488093-(3-Cyano-phenyl)-N-(4-iodo-2-nitro-5-pyrrol-1-yl-phenyl)-3-oxo-propionamide

Procedure

The title compound was prepared from 4-iodo-2-nitro-5-pyrrol-1-yl-phenylamine (Example F2) (329 mg, 1.0 mmol) and 3-(2,2-dimethyl-6-oxo-6H-[1,3]dioxin-4-yl)-benzonitrile (Example L1) (252 mg, 1.1 mmol) according to the general procedure M. Obtained as a yellow solid (436 mg).

Sources & evidence

ORD record
ord-2606ee09950644dc92ae5b94983f67d1
Source dataset
uspto-grants-2003_04
Patent number
US06548495B2

Reaction notes

Loading…