HCID 21939821, compound → HCID 10704226, compound

HRID 1242920Notes

Reaction equation

HRID 1242920 reaction equation
[CH3:1][N:2]([CH3:26])[CH2:3][CH2:4][NH:5][C:6](=[O:25])[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([NH:14]C(=O)OCC2C=CC=CC=2)=[CH:10][CH:9]=1>[Pd].CO>[NH2:14][C:11]1[CH:10]=[CH:9][C:8]([CH2:7][C:6]([NH:5][CH2:4][CH2:3][N:2]([CH3:1])[CH3:26])=[O:25])=[CH:13][CH:12]=1

Participants

4

Reactant 1

HCID 21939821HCID 21939821, compound

Product 1

HCID 10704226HCID 10704226, compoundYield 106.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Pd-C (1 g) was added to a methanol (140 ml) solution of benzyl 4-[2-[[2-(dimethylamino)ethyl]amino]-2-oxoethyl]phenylcarbamate (10 g), which was stirred under hydrogen atmosphere for 1 hour. Pd-C was removed, and the filtrate was concentrated. The residue was purified by alumina column chromatography (development solvent; ethyl acetate:hexane=1:1), to give the titled compound (6.63 g) as an oily substance.

Workup

  1. customPd-C was removed
  2. concentrationthe filtrate was concentrated
  3. customThe residue was purified by alumina column chromatography (development solvent; ethyl acetate:hexane=1:1)

Sources & evidence

ORD record
ord-cff3bcc6d62249d4b5cd7ec2052df88e
Source dataset
uspto-grants-2006_10
Patent number
US07115750B1

Reaction notes

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