3-(1-cyanocyclopropyl)-N-[4-methyl-3-(4-nitrophenoxy)phenyl]benzamide → N-[3-(4-aminophenoxy)-4-methylphenyl]-3-(1-cyanocyclopropyl)benzamide

HRID 2190444Notes

Reaction equation

HRID 2190444 reaction equation
[C:1]([C:3]1([C:6]2[CH:7]=[C:8]([CH:29]=[CH:30][CH:31]=2)[C:9]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[C:14]([O:19][C:20]3[CH:25]=[CH:24][C:23]([N+:26]([O-])=O)=[CH:22][CH:21]=3)[CH:13]=2)=[O:10])[CH2:5][CH2:4]1)#[N:2]>[C].[Pd]>[NH2:26][C:23]1[CH:22]=[CH:21][C:20]([O:19][C:14]2[CH:13]=[C:12]([NH:11][C:9](=[O:10])[C:8]3[CH:29]=[CH:30][CH:31]=[C:6]([C:3]4([C:1]#[N:2])[CH2:5][CH2:4]4)[CH:7]=3)[CH:17]=[CH:16][C:15]=2[CH3:18])=[CH:25][CH:24]=1

Participants

3

Reactant 1

HCID 673126343-(1-cyanocyclopropyl)-N-[4-methyl-3-(4-nitrophenoxy)phenyl]benzamide

Product 1

HCID 67312970N-[3-(4-aminophenoxy)-4-methylphenyl]-3-(1-cyanocyclopropyl)benzamide

Reagents, catalysts & solvents 1

HCID 178418390HCID 178418390, compoundCatalyst

Procedure

Using 3-(1-cyanocyclopropyl)-N-[4-methyl-3-(4-nitrophenoxy)phenyl]benzamide (2.07 g, 5.0 mmol) and 10%-palladium carbon (0.5 g), and in the same manner as in Example A25(iv), the title compound (1.92 g, quantitatively) was obtained as a pink amorphous substance.

Sources & evidence

ORD record
ord-9c84ceb154284d39bba8b444c7070da5
Source dataset
uspto-grants-2012_12
Patent number
US08324395B2

Reaction notes

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