HCID 86720921, compound → HCID 86720923, compound

HRID 524864Notes

Reaction equation

HRID 524864 reaction equation
[CH3:1][O:2][CH2:3][CH:4]1[CH2:9][N:8]([C:10]2[CH:15]=[CH:14][N:13]=[CH:12][C:11]=2[N+:16]([O-])=O)[CH2:7][CH2:6][N:5]1[CH3:19].[H][H]>CO.[Pd]>[CH3:1][O:2][CH2:3][CH:4]1[N:5]([CH3:19])[CH2:6][CH2:7][N:8]([C:10]2[CH:15]=[CH:14][N:13]=[CH:12][C:11]=2[NH2:16])[CH2:9]1

Participants

5

Reactant 2

HCID 86720921HCID 86720921, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86720923HCID 86720923, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 2-(methoxymethyl)-1-methyl-4-(3-nitropyridin-4-yl)piperazine (84 mg, 0.3.1 mmol) in methanol was added Pd on C (10%, wet, Degussa) (10 mg) and the reaction mixture was stirred overnight at room temperature under a balloon of hydrogen. The catalyst was filtered off and the filtrate was concentrated under reduced pressure to yield 4-(3-(methoxymethyl)-4-methylpiperazin-1-yl)pyridin-3-amine as a film. (72 mg, 96%). MS (ES+) 267.1.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-36f4c68a8c5e498d880b264aafeac277
Source dataset
uspto-grants-2016_05
Patent number
US09340546B2

Reaction notes

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