Phenethylamine → 2-Chloro-4-[4-(phenethylamino-methyl)-phenoxy]-benzamide

HRID 492346Notes

Reaction equation

HRID 492346 reaction equation
[CH2:1]([NH2:9])[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[Cl:10][C:11]1[CH:19]=[C:18]([O:20][C:21]2[CH:26]=[CH:25][C:24]([CH:27]=O)=[CH:23][CH:22]=2)[CH:17]=[CH:16][C:12]=1[C:13]([NH2:15])=[O:14]>>[Cl:10][C:11]1[CH:19]=[C:18]([O:20][C:21]2[CH:26]=[CH:25][C:24]([CH2:27][NH:9][CH2:1][CH2:2][C:3]3[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=3)=[CH:23][CH:22]=2)[CH:17]=[CH:16][C:12]=1[C:13]([NH2:15])=[O:14]

Participants

3

Reactant 2

HCID 1001PhenethylamineHCID 597301722-Chloro-4-(4-formyl-phenoxy)-benzamide

Product 1

HCID 597304032-Chloro-4-[4-(phenethylamino-methyl)-phenoxy]-benzamideYield 34%

Procedure

Reacting phenethylamine with the compound of Example 245, step 2 under reductive amination conditions (described previously) affords the title compound.

Sources & evidence

ORD record
ord-bb7dc103b0f44aa691db4c9d6e084641
Source dataset
uspto-grants-2009_05
Patent number
US07531557B2

Reaction notes

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