HCID 58315462, compound → tert-Butyl 4-(6-Aminopyridin-3-yl)-2-methyl-piperazine-1-carboxylate

HRID 1483053Notes

Reaction equation

HRID 1483053 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:15]=[N:16][C:17]([N+:20]([O-])=O)=[CH:18][CH:19]=2)[CH2:10][CH:9]1[CH3:23])=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:15]=[N:16][C:17]([NH2:20])=[CH:18][CH:19]=2)[CH2:10][CH:9]1[CH3:23])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 58315462HCID 58315462, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 58315477tert-Butyl 4-(6-Aminopyridin-3-yl)-2-methyl-piperazine-1-carboxylateYield 122.4%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

By repeating procedures described in Example B, 2-methyl-4-(6-nitro-pyridin-3-yl)-piperazine-1-carboxylic acid tert-butyl ester (600 mg, 1.52 mmol) is hydrogenated over Pd—C on an H-cube (Thales) (instead of under an atmosphere of hydrogen) to give 4-(6-amino-pyridin-3-yl)-2-methyl-piperazine-1-carboxylic acid tert-butyl ester (544 mg, 98%). MS (ESI) m/z 293 (M+H)+

Sources & evidence

ORD record
ord-4b2e5bcae2ba43aab0976f6960e06b10
Source dataset
uspto-grants-2016_08
Patent number
US09416136B2

Reaction notes

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