HCID 67273336, compound → HCID 67274034, compound

HRID 602261Notes

Reaction equation

HRID 602261 reaction equation
[N+:1]([C:4]1[CH:5]=[N:6][C:7]2[C:12]([C:13]=1[NH:14][C@@H:15]([CH3:18])[CH2:16][OH:17])=[CH:11][CH:10]=[CH:9][CH:8]=2)([O-])=O>[Pt].C1(C)C=CC=CC=1>[NH2:1][C:4]1[CH:5]=[N:6][C:7]2[C:12]([C:13]=1[NH:14][C@@H:15]([CH3:18])[CH2:16][OH:17])=[CH:11][CH:10]=[CH:9][CH:8]=2

Participants

4

Reactant 1

HCID 67273336HCID 67273336, compound

Product 1

HCID 67274034HCID 67274034, compoundYield 115.8%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 1140TolueneSolvent

Procedure

A pressure bottle was charged with platinum on carbon (5%, 0.27 g) followed by (2S)-2-[(3-nitroquinolin-4-yl)amino]propan-1-ol (1.11 g, 4.49 mmol) dissolved in 200 mL of toluene. The reaction mixture was shaken under H2 at 48 PSI (3.3×105 Pa). The next day the reaction was filtered through a pad of CELITE filter agent and rinsed with toluene. The solvent was removed under reduced pressure to give (2S)-2-[(3-aminoquinolin-4-yl)amino]propan-1-ol (1.13 g) as an orange oil.

Workup

  1. filtrationThe next day the reaction was filtered through a pad of CELITE
  2. filtrationfilter agent
  3. washrinsed with toluene
  4. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-fc9306387d6d4576836796a11b6fac7f
Source dataset
uspto-grants-2011_03
Patent number
US07906506B2

Reaction notes

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