2-Methyl-3-nitro-6-[(1-propionylpyrrolidin-3-yl)oxy]pyridine → 2-Methyl-6-[(1-propionylpyrrolidin-3-yl)oxy]pyridin-3-amine

HRID 390313Notes

Reaction equation

HRID 390313 reaction equation
[CH3:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][CH:5]=[C:4]([O:11][CH:12]2[CH2:16][CH2:15][N:14]([C:17](=[O:20])[CH2:18][CH3:19])[CH2:13]2)[N:3]=1>CO.[Pd]>[CH3:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[C:4]([O:11][CH:12]2[CH2:16][CH2:15][N:14]([C:17](=[O:20])[CH2:18][CH3:19])[CH2:13]2)[N:3]=1

Participants

4

Reactant 1

HCID 668832522-Methyl-3-nitro-6-[(1-propionylpyrrolidin-3-yl)oxy]pyridine

Product 1

HCID 668834292-Methyl-6-[(1-propionylpyrrolidin-3-yl)oxy]pyridin-3-amine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2-Methyl-3-nitro-6-[(1-propionylpyrrolidin-3-yl)oxy]pyridine (940 mg) was dissolved in methanol (50 mL) and hydrogenated (H-cube from ThalesNano, 10% Pd/C, 60° C., 50 bar, 1 mL/min). The methanol was removed in vacuo. Yield: 800 mg (95%, colorless oil).

Workup

  1. customThe methanol was removed in vacuo

Sources & evidence

ORD record
ord-7466fc78fae243f4915324cb9415e22c
Source dataset
uspto-grants-2013_02
Patent number
US08383641B2

Reaction notes

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