HCID 18625996, compound → HCID 13655334, compound

HRID 1860089Notes

Reaction equation

HRID 1860089 reaction equation
C(OC([NH:11][CH2:12][CH2:13][CH2:14][C:15]1[CH:22]=[CH:21][C:18]([CH2:19][OH:20])=[CH:17][CH:16]=1)=O)C1C=CC=CC=1>[Pd].C(O)C>[NH2:11][CH2:12][CH2:13][CH2:14][C:15]1[CH:22]=[CH:21][C:18]([CH2:19][OH:20])=[CH:17][CH:16]=1

Participants

4

Reactant 1

HCID 18625996HCID 18625996, compound

Product 1

HCID 13655334HCID 13655334, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Palladium on carbon (5%, 0.15 g) was added to a solution of 4-(3-benzyloxycarbonylaminopropyl)benzylalcohol (1.00 g), which is the product of Reference example 50(a) in ethanol (20 ml). The mixture was stirred under an atmosphere of hydrogen at ambient temperature for 2 hours. The catalyst was removed by filtration and the filtrate was concentrated to afford 4-(3-aminopropyl)benzylalcohol as a gum. In a similar manner to that described in Example 5, a reaction was carried out using 4-(3-aminopropyl)benzylalcohol, 4-pyridine-2-ylbenzoic acid (668 mg) and carbonyidiimidazole (650 mg) and the reaction mixture was treated to afford the desired compound (0.74 g) as colorless crystals.

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-1669652c1fad4adc9c5a4259bd78d401
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

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