HCID 22727484, compound → HCID 21955536, compound

HRID 2085930Notes

Reaction equation

HRID 2085930 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][NH:13][C:14]([NH:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[N+:23]([O-])=O)=[S:15])=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[NH2:23][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[NH:16][C:14](=[S:15])[NH:13][CH2:12][CH2:11][CH2:10][CH2:9][NH:8][C:6]([O:5][C:1]([CH3:3])([CH3:2])[CH3:4])=[O:7]

Participants

4

Reactant 1

HCID 22727484HCID 22727484, compound

Product 1

HCID 21955536HCID 21955536, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1.78 g (4.8 mmol) of 1-(4-tert-butyloxycarbonylaminobutyl)-3-(2-nitrophenyl)thiourea (Example 23a) were dissolved in 120 ml of methanol and hydrogenated (1 bar) over 1 g of Pd/C at RT for 3 h. The catalyst was filtered off, the filtrate was concentrated and the residue was chromatographed through silica gel (EA:n-heptane 1:1). Yield: 1.4 g.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated
  3. customthe residue was chromatographed through silica gel (EA:n-heptane 1:1)

Sources & evidence

ORD record
ord-fef1318ea9e1458a827fc0d980c0ab12
Source dataset
uspto-grants-2004_04
Patent number
US06723727B1

Reaction notes

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