N-[1-(6-Methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-yl]-N-methyl-acetamide → [1-(6-Methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-yl]-methyl-amine

HRID 1992515Notes

Reaction equation

HRID 1992515 reaction equation
[CH3:1][O:2][C:3]1[N:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][CH:7]=[C:6]2[N:13]1[CH2:17][CH2:16][CH:15]([N:18](C)[C:19](=O)C)[CH2:14]1>Cl>[CH3:1][O:2][C:3]1[N:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][CH:7]=[C:6]2[N:13]1[CH2:17][CH2:16][CH:15]([NH:18][CH3:19])[CH2:14]1

Participants

3

Reactant 1

HCID 58955136N-[1-(6-Methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-yl]-N-methyl-acetamide

Product 1

HCID 58955138[1-(6-Methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-yl]-methyl-amineYield 278.2%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

N-[1-(6-Methoxy-[1,5]naphthyridin-4-yl)-pyrrolidin-3-yl]-N-methyl-acetamide (500 mg, 1.67 mmol) was suspended in 3N HCl (aq) and refluxed overnight. The solution was evaporated to dryness and azeotroped with acetonitrile to provide the title compound (1.2 g, 85%) as a white solid: LC-MS mlz 259 (M+H)+

Workup

  1. temperaturerefluxed overnight
  2. customThe solution was evaporated to dryness
  3. customazeotroped with acetonitrile

Sources & evidence

ORD record
ord-c0e7ecad2c1949659529665b8506f0ad
Source dataset
uspto-grants-2010_01
Patent number
US07648984B2

Reaction notes

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