HCID 77230638, compound → HCID 77230637, compound

HRID 2173412Notes

Reaction equation

HRID 2173412 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[N:5]=[CH:4][C:3]=1[CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13]>[Pd].C(O)C>[CH3:1][C:2]1[CH:7]=[C:6]([NH2:8])[N:5]=[CH:4][C:3]=1[CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13]

Participants

4

Reactant 1

HCID 77230638HCID 77230638, compound

Product 1

HCID 77230637HCID 77230637, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of ethyl (4-methyl-6-nitropyridin-3-yl)acetate (1.65 g, 7.36 mmol) and palladium on carbon (10%, 1.57 g, 1.47 mmol) in Ethanol (10 mL) was evacuated and refilled with nitrogen (3×), then stirred under an atmosphere of hydrogen for 2 h. The reaction mixture was filtered through Celite® and concentrated in vacuo to provide ethyl (4-methyl-6-aminopyridin-3-yl)acetate which was used directly in the next reaction without further purification. LC-MS (IE, m/z): 195 [M+1]+.

Workup

  1. customwas evacuated
  2. additionrefilled with nitrogen (3×)
  3. filtrationThe reaction mixture was filtered through Celite®
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-b23a65735eff492597f259e60d53bcb3
Source dataset
uspto-grants-2015_06
Patent number
US09056859B2

Reaction notes

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