HCID 69506517, compound → HCID 69506445, compound

HRID 1187406Notes

Reaction equation

HRID 1187406 reaction equation
[C:1]([O:4][CH2:5][CH2:6][CH2:7][NH:8][C:9]1[C:14]([CH3:15])=[C:13]([CH3:16])[N:12]2[N:17]=[N:18][N:19]=[C:11]2[C:10]=1[N+:20]([O-])=O)(=[O:3])[CH3:2]>[Pt].C(#N)C>[C:1]([O:4][CH2:5][CH2:6][CH2:7][NH:8][C:9]1[C:14]([CH3:15])=[C:13]([CH3:16])[N:12]2[N:17]=[N:18][N:19]=[C:11]2[C:10]=1[NH2:20])(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 69506517HCID 69506517, compound

Product 1

HCID 69506445HCID 69506445, compoundYield 92.4%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 6342AcetonitrileSolvent

Procedure

A mixture of 3-[(5,6-dimethyl-8-nitrotetraazolo[1,5-a]pyridin-7-yl)amino]propyl acetate (0.43 g, 1.4 mmol) and 10% platinum on carbon (43 mg) in acetonitrile (14 iL) was hydrogenated at 50 psi (3.5×105 Pa) on a Parr apparatus for 3 hours. The mixture was filtered through CELITE filter agent, which was rinsed with chloroform. The filtrate was concentrated under reduced pressure to yield 0.36 g of 3-[(8-amino-5,6-dimethyltetraazolo[1,5-a]pyridin-7-yl)amino]propyl acetate as a white solid.

Workup

  1. filtrationThe mixture was filtered through CELITE
  2. filtrationfilter agent, which
  3. washwas rinsed with chloroform
  4. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-4e9475a13384486fa7812087c176ce12
Source dataset
uspto-grants-2014_03
Patent number
US08673932B2

Reaction notes

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