HCID 20725686, compound → HCID 20725688, compound

HRID 723756Notes

Reaction equation

HRID 723756 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>C(OCC)(=O)C.[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-butoxycarbonyl)aminopyrrolidin-1-yl)nitrobenzene (32.7 g, 0.101 M) was dissolved in ethyl acetate (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). MS (ESP): 296 (MH+) for C15H22FN3O2

Workup

  1. filtrationAfter filtration
  2. customthrough celite and evaporation

Sources & evidence

ORD record
ord-e7eebcce4c6d403792a51dea215f1d3d
Source dataset
uspto-grants-2006_11
Patent number
US07141583B2

Reaction notes

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