HCID 67391626, compound → HCID 67391135, compound

HRID 910863Notes

Reaction equation

HRID 910863 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[C:4]([O:15][C:16]2[CH:21]=[CH:20][C:19]([N+:22]([O-])=O)=[CH:18][C:17]=2[Cl:25])[CH:3]=1>C(O)C.[OH-].[OH-].[Pd+2]>[NH2:22][C:19]1[CH:20]=[CH:21][C:16]([O:15][C:4]2[CH:3]=[C:2]([Cl:1])[CH:7]=[CH:6][C:5]=2[NH:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[C:17]([Cl:25])[CH:18]=1

Participants

4

Reactant 1

HCID 67391626HCID 67391626, compound

Product 1

HCID 67391135HCID 67391135, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

A mixture of the product from step (ii) (0.2 g) and Pd(OH)2/C (0.04 g) in ethanol (4 ml) was hydrogenated at 1 Bar for 5 h then filtered. The filtrate was evaporated under reduced pressure and the residue purified by chromatography on silica eluting with 20% ethylacetate/isohexane, yield 0.13 g.

Workup

  1. filtrationthen filtered
  2. customThe filtrate was evaporated under reduced pressure
  3. customthe residue purified by chromatography on silica eluting with 20% ethylacetate/isohexane, yield 0.13 g

Sources & evidence

ORD record
ord-82ae4b0d02574831a831dc9620d6499c
Source dataset
uspto-grants-2011_09
Patent number
US08022248B2

Reaction notes

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