HCID 68448925, compound → HCID 68446673, compound

HRID 1516761Notes

Reaction equation

HRID 1516761 reaction equation
[CH2:1]([N:5]([CH2:30][CH:31]([CH3:33])[CH3:32])[C:6](=[O:29])[C:7]([CH3:28])([C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[C:11]([NH:18][CH2:19][CH2:20][CH2:21][N:22]2[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]2)[CH:10]=1)[CH3:8])[CH:2]([CH3:4])[CH3:3]>C(OCC)(=O)C.C(O)C.[Pd]>[NH2:15][C:12]1[CH:13]=[CH:14][C:9]([C:7]([CH3:8])([CH3:28])[C:6]([N:5]([CH2:30][CH:31]([CH3:33])[CH3:32])[CH2:1][CH:2]([CH3:4])[CH3:3])=[O:29])=[CH:10][C:11]=1[NH:18][CH2:19][CH2:20][CH2:21][N:22]1[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1

Participants

4

Reactant 1

HCID 68448925HCID 68448925, compound

Product 1

HCID 68446673HCID 68446673, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21584252Ethanol ethylacetateSolvent

Conditions

Temperature
20 °C

Procedure

N,N-diisobutyl-2-methyl-2-{4-nitro-3-[(3-piperidin-1-ylpropyl)amino]phenyl}propanamide (1.6 g) in solution in a mixture of ethyl acetate/ethanol 2:1 (100 ml) and 10% palladium on carbon (160 mg) are introduced into an autoclave. After stirring for 4 hours under a hydrogen atmosphere (3 bars) at a temperature of approximately 20° C., the catalyst is eliminated by filtration on celite and the filtrate is concentrated under reduced pressure at 40° C. in order to produce the expected compound in the form of an oil (1.4 g, 94% yield).

Workup

  1. additionare introduced into an autoclave
  2. filtrationthe catalyst is eliminated by filtration on celite
  3. concentrationthe filtrate is concentrated under reduced pressure at 40° C. in order

Sources & evidence

ORD record
ord-313f63197eb84b33ab8dd1a469fbef72
Source dataset
uspto-grants-2012_07
Patent number
US08227485B2

Reaction notes

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