HCID 14585910, compound → HCID 14585911, compound

HRID 862785Notes

Reaction equation

HRID 862785 reaction equation
[NH2:1][CH:2]([CH3:34])[CH2:3][CH2:4][N:5](CC1C=CC=CC=1)[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][N:14]([CH2:22][CH2:23][CH:24]([NH2:26])[CH3:25])CC1C=CC=CC=1>[OH-].[OH-].[Pd+2].C(O)C>[NH2:26][CH:24]([CH3:25])[CH2:23][CH2:22][NH:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][NH:5][CH2:4][CH2:3][CH:2]([NH2:1])[CH3:34]

Participants

4

Reactant 1

HCID 14585910HCID 14585910, compound

Product 1

HCID 14585911HCID 14585911, compoundYield 55.5%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

Combine 5.0 g (0.01 mol) of the product of Step D, 0.5 g of 20% Pd(OH)2 on carbon (Pearlman's Catalyst), and 50 ml of ethanol and treat the mixture with H2 at 45 lb/in2 in a shaker flask until no more gas is taken up. Remove the catalyst by filtration and remove the solvent at reduced pressure. Subject the residue to short path distillation to yield 1.59 g of the title compound (bp 145°-148° C. at 0.012 mmHg).

Workup

  1. customRemove the catalyst
  2. filtrationby filtration
  3. customremove the solvent at reduced pressure
  4. distillationto short path distillation

Sources & evidence

ORD record
ord-cbe4e0b31e844b01922aed3af2b07e97
Source dataset
uspto-grants-1998_02
Patent number
US05719193

Reaction notes

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