1,1'-Carbonyldiimidazole → HCID 18625863, compound

HRID 1860090Notes

Reaction equation

HRID 1860090 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][C:5]1[CH:12]=[CH:11][C:8]([CH2:9][OH:10])=[CH:7][CH:6]=1.[N:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[C:19]1[CH:27]=[CH:26][C:22]([C:23](O)=[O:24])=[CH:21][CH:20]=1.C(N1C=CN=C1)(N1C=CN=C1)=O>>[N:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[C:19]1[CH:20]=[CH:21][C:22]([C:23]([NH:1][CH2:2][CH2:3][CH2:4][C:5]2[CH:12]=[CH:11][C:8]([CH2:9][OH:10])=[CH:7][CH:6]=2)=[O:24])=[CH:26][CH:27]=1

Participants

4

Reactant 3

HCID 682631,1'-CarbonyldiimidazoleHCID 8216924-(2-Pyridyl)Benzoic AcidHCID 13655334HCID 13655334, compound

Product 1

HCID 18625863HCID 18625863, compound

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. additionthe reaction mixture was treated

Sources & evidence

ORD record
ord-ffbc4edb44a44871be0c219f1684961a
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

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