HCID 178457837, compound → HCID 178457836, compound

HRID 518711Notes

Reaction equation

HRID 518711 reaction equation
[OH:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]([N+:22]([O-])=O)=[C:7]([NH:9][C@@H:10]2[CH2:15][CH2:14][C@H:13]([C:16]([NH:18][CH:19]([CH3:21])[CH3:20])=[O:17])[CH2:12][CH2:11]2)[CH:8]=1>CCO.[Pd]>[NH2:22][C:6]1[CH:5]=[CH:4][C:3]([CH2:2][OH:1])=[CH:8][C:7]=1[NH:9][C@@H:10]1[CH2:11][CH2:12][C@H:13]([C:16]([NH:18][CH:19]([CH3:21])[CH3:20])=[O:17])[CH2:14][CH2:15]1

Participants

4

Reactant 1

HCID 178457837HCID 178457837, compound

Product 1

HCID 178457836HCID 178457836, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of cis-4-(5-(hydroxymethyl)-2-nitrophenylamino)-N-isopropylcyclohexane-carboxamide (2.0 g, 5.96 mmol) in EtOH (25 mL) was added 10% palladium on carbon (0.635 g, 0.596 mmol). The reaction was stirred under a hydrogen atmosphere (1 atm) at RT. After 3 hours, the reaction mixture was filtered through Celite® brand filter aid and concentrated to afford cis-4-(2-amino-5-(hydroxymethyl)phenylamino)-N-isopropylcyclohexanecarboxamide as a brown oil.

Workup

  1. filtrationthe reaction mixture was filtered through Celite® brand
  2. filtrationfilter aid
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-c012db1b747142f690c40f9e84eb7a28
Source dataset
uspto-grants-2015_08
Patent number
US09115127B2

Reaction notes

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