Acetic Acid → HCID 178501125, compound

HRID 538031Notes

Reaction equation

HRID 538031 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:23])[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[N+:20]([O-])=O)[CH2:7][CH2:6]1)=[O:4].CC(O)=O.[H][H]>CO.[Pd]>[CH3:1][O:2][C:3]([C@H:5]1[CH2:6][CH2:7][C@H:8]([CH2:11][NH:12][C:13](=[O:23])[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[NH2:20])[CH2:9][CH2:10]1)=[O:4]

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 178418361HCID 178418361, compoundHCID 178501126HCID 178501126, compound

Product 1

HCID 178501125HCID 178501125, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution 0.01 M of trans-4-[(2-Nitro-benzoylamino)-methyl]-cyclohexanecarboxylic acid methyl ester (1.8 g) in MeOH (550 mL) with ˜1% of glacial AcOH (5.5 mL) was submitted to continuous flow rate hydrogenation by H-Cube (ThalesNano®) using a 10% Pd/C cartridge (small cartridge, full hydrogen mode, flowrate of 1 mL/min). Finally, the solvent was removed under reduced pressure to obtain the titled compound as acetate salt (1.9 g, quantitative yield).

Workup

  1. customFinally, the solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-9790740164b147d2b608d10f43bc4cf6
Source dataset
uspto-grants-2014_10
Patent number
US08865704B2

Reaction notes

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