HCID 20725686, compound → HCID 20725688, compound

HRID 1167450Notes

Reaction equation

HRID 1167450 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([N+:21]([O-])=O)[CH:5]=[CH:6][C:7]=1[N:8]1[CH2:12][CH2:11][C@@H:10]([NH:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:9]1>CCOC(C)=O.[Pd]>[NH2:21][C:4]1[CH:5]=[CH:6][C:7]([N:8]2[CH2:12][CH2:11][C@@H:10]([NH:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:9]2)=[C:2]([F:1])[CH:3]=1

Participants

4

Reactant 1

HCID 20725686HCID 20725686, compound

Product 1

HCID 20725688HCID 20725688, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

3-Fluoro-4-((3R)-3-t-butoxycarbonylamino-1-pyrrolidinyl)nitrobenzene (32.7 g, 0.101 M) was dissolved in EtOAc (500 ml) treated with palladium catalyst (10% on carbon, 7.5 g) and hydrogenated at atmospheric pressure until the theoretical uptake of gas. After filtration through celite and evaporation. the required product was obtained as a red gum of sufficient quality for use without purification (29.85 g).

Workup

  1. filtrationAfter filtration
  2. customthrough celite and evaporation

Sources & evidence

ORD record
ord-7a2bfe24d8a24960afa0f643d3662cd3
Source dataset
uspto-grants-2003_09
Patent number
US06617339B1

Reaction notes

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