HCID 58748501, compound → HCID 58748423, compound

HRID 871879Notes

Reaction equation

HRID 871879 reaction equation
[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[C:11]([O:18][CH3:19])[CH:10]=2)[CH2:5][CH2:4]1)[CH3:2]>C(OCC)(=O)C.C(O)C.[Pd]>[CH2:1]([N:3]1[CH2:4][CH2:5][N:6]([C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[C:11]([O:18][CH3:19])[CH:10]=2)[CH2:7][CH2:8]1)[CH3:2]

Participants

4

Reactant 1

HCID 58748501HCID 58748501, compound

Product 1

HCID 58748423HCID 58748423, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21584252Ethanol ethylacetateSolvent

Procedure

4.05 g (15.27 mmol) of the product prepared in step 18.1 in 25 mL of an ethyl acetate/ethanol mixture (v/v=1/1) are placed in a hydrogenation autoclave, and 0.32 g of 10% palladium-on-charcoal is added, under an inert atmosphere. The mixture is stirred under a hydrogen pressure of 2.5 bar at room temperature for 2 hours. After filtering through thin glass fibre paper and evaporating under reduced pressure, 3.51 g of the expected product are obtained in the form of a violet solid, which is used as obtained in the following step. Yield=98%.

Workup

  1. additionis added, under an inert atmosphere
  2. filtrationAfter filtering through thin glass fibre paper
  3. customevaporating under reduced pressure, 3.51 g of the expected product
  4. customare obtained in the form of a violet solid, which
  5. customas obtained in the following step

Sources & evidence

ORD record
ord-2b244a9a2a594c038004ed953e9dfadb
Source dataset
uspto-grants-2015_03
Patent number
US08975250B2

Reaction notes

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