HCID 66958477, compound → HCID 66958566, compound

HRID 599425Notes

Reaction equation

HRID 599425 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][NH:18][C:19](=[O:25])[O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[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][NH:18][C:19](=[O:25])[O:20][C:21]([CH3:23])([CH3:22])[CH3:24])=[N:11][CH:10]=[CH:9][CH:8]=2

Participants

4

Reactant 1

HCID 66958477HCID 66958477, compound

Product 1

HCID 66958566HCID 66958566, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of tert-butyl 3-[(3-nitro[1,5]naphthyridin-4-yl)amino]propylcarbamate (20.0 g, 57.6 mmol), 5% platinum on carbon, and ethyl acetate was hydrogenated on a Parr apparatus for 2 hours at 30 psi (2.1×105 Pa). The mixture was filtered through CELITE filter agent, which was rinsed afterwards with ethyl acetate (150 mL). The filtrate was concentrated to afford tert-butyl 3-[(3-amino[1,5]naphthyridin-4-yl)amino]propylcarbamate as a yellow foam, all of which was used in the next step.

Workup

  1. filtrationThe mixture was filtered through CELITE
  2. filtrationfilter agent, which
  3. washwas rinsed afterwards with ethyl acetate (150 mL)
  4. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-b3d00362cca249feb2622a9237f79a3e
Source dataset
uspto-grants-2011_03
Patent number
US07897767B2

Reaction notes

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