HCID 66958477, compound → HCID 66958566, compound

HRID 1364045Notes

Reaction equation

HRID 1364045 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 two hours at 30 psi (2.1×105 Pa). The mixture was filtered through CELlTE 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 CELlTE
  2. filtrationfilter agent, which
  3. washwas rinsed afterwards with ethyl acetate (150 mL)
  4. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-bea32a487936447687cfff3cca12f5b4
Source dataset
uspto-grants-2011_02
Patent number
US07888349B2

Reaction notes

Loading…