HCID 178418361, compound → HCID 178501128, compound

HRID 538068Notes

Reaction equation

HRID 538068 reaction equation
[CH3:1][O:2][C:3]([C@H:5]1[CH2:10][CH2:9][C@H:8]([CH2:11][NH:12][C:13](=[O:24])[CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[N+:21]([O-])=O)[CH2:7][CH2:6]1)=[O:4].[H][H]>CO.[Pd]>[CH3:1][O:2][C:3]([C@H:5]1[CH2:10][CH2:9][C@H:8]([CH2:11][NH:12][C:13](=[O:24])[CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[NH2:21])[CH2:7][CH2:6]1)=[O:4]

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178501129HCID 178501129, compound

Product 1

HCID 178501128HCID 178501128, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of trans-4-{[2-(2-Nitro-phenyl)-acetylamino]-methyl}-cyclohexanecarboxylic acid methyl ester (4 g) in MeOH (600 mL) was submitted to continuous flow rate hydrogenation by H-Cube (ThalesNano®) using a 10% Pd/C cartridge (small cartridge, full hydrogen mode, flux 0.6 ml/min, P=1 atm). Finally, the solvent was removed under reduced pressure to obtain the titled compound (3.64 g, quantitative yield).

Workup

  1. customFinally, the solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-75a0f8d4fcc84c538494670a11981620
Source dataset
uspto-grants-2014_10
Patent number
US08865704B2

Reaction notes

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