Pyridine-2,5-diamine dihydrochloride → HCID 178479087, compound

HRID 1459262Notes

Reaction equation

HRID 1459262 reaction equation
[ClH:1].Cl.[NH2:3][C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[CH:6][N:5]=1.[H][H]>C(O)C.Cl.[Pt]=O>[ClH:1].[NH2:10][CH:7]1[CH2:6][NH:5][C:4](=[NH:3])[CH2:9][CH2:8]1

Participants

6

Reactant 2

HCID 117889Pyridine-2,5-diamine dihydrochlorideHCID 178418361HCID 178418361, compound

Product 1

HCID 178479087HCID 178479087, compound

Reagents, catalysts & solvents 3

HCID 82844Platinum oxide (PtO)CatalystHCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

2,5-diaminopyridine dihydrochloride (1.2 g) and platinum oxide (500 mg) in ethanol (20 mL) and conc HCl (2 mL) were shaken on a Parr hydrogenation apparatus at 55 psi of hydrogen overnight. Product was obtained as a dark solid which was purified by C-18-reverse phase chromatography, eluting with H2O/CH3CN. Fractions containing the product were lyophilized, redissolved in 1N HCl and lyophilized to give the product as a yellow solid. The analysis of the product was found to be consistent with the proposed structure. MH+=114; 1H NMR (D2O): δ3.8-3.6 (m, 2H); 3.4-3.25 (m, 1H); 2.75-2.65 (m, 2H); 2.25-2.15 (m, 1H); 2.15-1.85 (m, 1H).

Workup

  1. customProduct was obtained as a dark solid which
  2. customwas purified by C-18-reverse phase chromatography
  3. washeluting with H2O/CH3CN
  4. additionFractions containing the product
  5. dissolutionredissolved in 1N HCl

Sources & evidence

ORD record
ord-1f14e3eaa3374687ae1df50cfb7cb55d
Source dataset
uspto-grants-1998_12
Patent number
US05854234

Reaction notes

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