Hydrochloric Acid → HCID 131735716, compound

HRID 2201391Notes

Reaction equation

HRID 2201391 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([O:8][CH2:9][CH2:10][OH:11])[C:5]([N:12]=O)=[C:4]([NH2:14])[N:3]=1.[ClH:15]>[Pd].C(O)C>[ClH:15].[ClH:15].[NH2:1][C:2]1[N:7]=[C:6]([O:8][CH2:9][CH2:10][OH:11])[C:5]([NH2:12])=[C:4]([NH2:14])[N:3]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 117870694HCID 117870694, compound

Product 1

HCID 131735716HCID 131735716, compoundYield 84.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1.5 g (0.04 mol %) of palladium on carbon (5%) was added to a solution of 6.57 g (0.033 mol) of 2-[(2,6-diamino-5-nitrosopyrimidin-4-yl)oxy]ethan-1-ol from step 4.2 in 400 ml of ethanol, and shaking was performed at room temperature for 19 h under hydrogen-1 atmosphere. Then the reaction mixture was poured into 150 ml of diluted hydrochloric acid (0.30 mol), the catalyst was filtered off, and the filtrate was concentrated almost to dryness. The precipitated crystals were sucked off and post-washed with tert-butyl methyl ether. 2-[(2,5,6-triaminopyrimidin-4-yl)oxy]ethanol, dihydrochloride (7.17 g, 84%) was obtained as light-yellow crystals.

Workup

  1. filtrationthe catalyst was filtered off
  2. concentrationthe filtrate was concentrated almost to dryness
  3. washpost-washed with tert-butyl methyl ether

Sources & evidence

ORD record
ord-82962583e1804e3b83a18e15c55b1297
Source dataset
uspto-grants-2016_06
Patent number
US09364408B2

Reaction notes

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