HCID 5311122, compound → C5a Receptor Antagonist, W-54011

HRID 2265404Notes

Reaction equation

HRID 2265404 reaction equation
[CH3:1][N:2]([CH3:34])[C:3]1[CH:8]=[CH:7][C:6]([CH2:9][N:10]([C:25]2[CH:30]=[CH:29][C:28]([CH:31]([CH3:33])[CH3:32])=[CH:27][CH:26]=2)[C:11]([CH:13]2[C:22]3[C:17](=[CH:18][CH:19]=[C:20]([O:23][CH3:24])[CH:21]=3)[CH2:16][CH2:15][CH2:14]2)=[O:12])=[CH:5][CH:4]=1.[ClH:35].O1CCOCC1>C(O)C>[ClH:35].[CH3:34][N:2]([CH3:1])[C:3]1[CH:8]=[CH:7][C:6]([CH2:9][N:10]([C:25]2[CH:26]=[CH:27][C:28]([CH:31]([CH3:32])[CH3:33])=[CH:29][CH:30]=2)[C:11]([CH:13]2[C:22]3[C:17](=[CH:18][CH:19]=[C:20]([O:23][CH3:24])[CH:21]=3)[CH2:16][CH2:15][CH2:14]2)=[O:12])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 5311122HCID 5311122, compoundHCID 204431481,4-Dioxane hydrochloride

Product 1

HCID 5311121C5a Receptor Antagonist, W-54011

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of N-[(4-dimethylaminophenyl)methyl]-N-(4-isopropylphenyl)-7-methoxy-1,2,3,4-tetrahydronaphthalene-1-carboxamide (29.9 g) in ethanol (300 mL) was added 4 mol/L-HCl/dioxane (17.5 mL) at 0° C. The precipitated white solid was collected by filtration and recrystallized from ethanol:water (2:3) to give N-[(4-dimethylaminophenyl)methyl]-N-(4-isopropylphenyl)-7-methoxy-1,2,3,4-tetrahydronaphthalene-1-carboxamide hydrochloride ½ hydrate (24.1 g). melting point: 146.9° C.

Workup

  1. filtrationThe precipitated white solid was collected by filtration
  2. customrecrystallized from ethanol:water (2:3)

Sources & evidence

ORD record
ord-fb15d979d20849f4b86754be5fa952a9
Source dataset
uspto-grants-2010_12
Patent number
US07855297B2

Reaction notes

Loading…