HCID 69506714, compound → HCID 57455388, compound

HRID 2366692Notes

Reaction equation

HRID 2366692 reaction equation
[N+:1]([C:4]1[CH:5]=[N:6][C:7]2[C:12]([C:13]=1[NH:14][CH2:15][CH2:16][CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])=[N:11][CH:10]=[CH:9][CH:8]=2)([O-])=O>[Pt].C(OCC)(=O)C>[NH2:1][C:4]1[CH:5]=[N:6][C:7]2[C:12]([C:13]=1[NH:14][CH2:15][CH2:16][CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])=[N:11][CH:10]=[CH:9][CH:8]=2

Participants

4

Reactant 1

HCID 69506714HCID 69506714, compound

Product 1

HCID 57455388HCID 57455388, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of ethyl 4-(3-nitro[1,5]naphthyridin-4-ylamino)butanoate (5.0 g, 16 mmol), 5% platinum on carbon (0.50 g), and ethyl acetate (80 mL) was added to a Parr vessel, and the reaction was placed under hydrogen pressure (30 psi, 2.1×105 Pa) for 2.5 hours. The reaction mixture was filtered through a layer of CELITE filter agent, and the filter cake was washed with ethyl acetate (50 mL). The filtrate was concentrated under reduced pressure to provide ethyl 4-(3-amino[1,5]naphthyridin-4-ylamino)butanoate as a yellow oil.

Workup

  1. additionwas added to a Parr vessel
  2. customfor 2.5 hours
  3. filtrationThe reaction mixture was filtered through a layer of CELITE filter agent
  4. washthe filter cake was washed with ethyl acetate (50 mL)
  5. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-8a946de653a945298a20451d7c9a1c7b
Source dataset
uspto-grants-2014_04
Patent number
US08697873B2

Reaction notes

Loading…