HCID 59586684, compound → HCID 59586681, compound

HRID 218519Notes

Reaction equation

HRID 218519 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([N+:9]([O-])=O)[CH:6]=[CH:5][C:4]=1[N:12]1[CH:17]=[CH:16][CH:15]=[C:14]([CH2:18][CH2:19][CH3:20])[C:13]1=[O:21].[H][H]>C1COCC1.[Pd]>[NH2:9][C:7]1[CH:6]=[CH:5][C:4]([N:12]2[CH:17]=[CH:16][CH:15]=[C:14]([CH2:18][CH2:19][CH3:20])[C:13]2=[O:21])=[C:3]([O:2][CH3:1])[CH:8]=1

Participants

5

Reactant 2

HCID 59586684HCID 59586684, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 59586681HCID 59586681, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

130 mg (0.45 mmol) of the product from example 52A are initially charged in 4 ml of THF. To this are added 50 mg of 10% palladium on activated carbon, and hydrogenation is effected at standard pressure in a hydrogen atmosphere for 1 h. The reaction solution is then filtered through Celite which is rinsed with ethyl acetate. The mixture is concentrated under reduced pressure to obtain 115 mg (99% of theory) of the crystalline title compound.

Workup

  1. filtrationThe reaction solution is then filtered through Celite which
  2. washis rinsed with ethyl acetate
  3. concentrationThe mixture is concentrated under reduced pressure

Sources & evidence

ORD record
ord-b1d217fc67f640afaeb57b60cb688db4
Source dataset
uspto-grants-2012_06
Patent number
US08198267B2

Reaction notes

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