4-(Cyclohexylcarbamoylmethylamino)-3-nitrobenzonitrile → HCID 18536365, compound

HRID 412620Notes

Reaction equation

HRID 412620 reaction equation
[CH:1]1([NH:7][C:8]([CH2:10][NH:11][C:12]2[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[CH:14][C:13]=2[N+:20]([O-])=O)=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>O1CCCC1.[C].[Pd]>[NH2:20][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][C:12]=1[NH:11][CH2:10][C:8](=[O:9])[NH:7][CH:1]1[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1)[C:16]#[N:17]

Participants

4

Reactant 1

HCID 185365584-(Cyclohexylcarbamoylmethylamino)-3-nitrobenzonitrile

Product 1

HCID 18536365HCID 18536365, compoundYield 99.8%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

4-(Cyclohexylcarbamoylmethylamino)-3-nitrobenzonitrile (3.64 g) was hydrogenated using 7.5% palladium carbon (1.1 g) in tetrahydrofuran (100 ml) at atmospheric pressure over 40 min. After completion of the reaction, the reaction mixture was filtered through celite, and the solvent was evaporated and the residue was dried under reduced pressure to give the title compound (3.274 g).

Workup

  1. customover 40 min
  2. customAfter completion of the reaction
  3. filtrationthe reaction mixture was filtered through celite
  4. customthe solvent was evaporated
  5. customthe residue was dried under reduced pressure

Sources & evidence

ORD record
ord-4d083759dba04981bf370037b192c681
Source dataset
uspto-grants-2003_05
Patent number
US06562828B1

Reaction notes

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