Methyl 2-(4-azido-3-cyanophenyl)isonicotinate → Methyl 2-(4-amino-3-cyanophenyl)isonicotinate

HRID 562907Notes

Reaction equation

HRID 562907 reaction equation
[N:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[C:12]([CH:17]=[CH:18][N:19]=2)[C:13]([O:15][CH3:16])=[O:14])=[CH:6][C:5]=1[C:20]#[N:21])=[N+]=[N-].[H][H]>[C].[Pd].CO>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[C:12]([CH:17]=[CH:18][N:19]=2)[C:13]([O:15][CH3:16])=[O:14])=[CH:6][C:5]=1[C:20]#[N:21]

Participants

5

Reactant 2

HCID 86626138Methyl 2-(4-azido-3-cyanophenyl)isonicotinateHCID 178418361HCID 178418361, compound

Product 1

HCID 66995476Methyl 2-(4-amino-3-cyanophenyl)isonicotinate

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

Palladium-carbon was added to a methanol solution of methyl 2-(4-azido-3-cyanophenyl)isonicotinate, and the mixture was stirred in the presence of hydrogen gas at room temperature for 5 hours to obtain methyl 2-(4-amino-3-cyanophenyl)isonicotinate. AP: 254.

Sources & evidence

ORD record
ord-f14a2a3f8f7c46e58f96e34abbab2349
Source dataset
uspto-grants-2011_11
Patent number
US08067446B2

Reaction notes

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