1H-Imidazole-1-propanamine → N4-(3-(1H-imidazol-1-yl)propyl)-2-chloro-N1-(4-chloro-3-(pyridin-2-yl)phenyl)terephthalamide

HRID 922923Notes

Reaction equation

HRID 922923 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[C:11](=[O:26])[NH:12][C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[C:15]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=2)[CH:14]=1)[C:5]([OH:7])=O.[NH2:27][CH2:28][CH2:29][CH2:30][N:31]1[CH:35]=[CH:34][N:33]=[CH:32]1>>[N:31]1([CH2:30][CH2:29][CH2:28][NH:27][C:5](=[O:7])[C:4]2[CH:8]=[CH:9][C:10]([C:11]([NH:12][C:13]3[CH:18]=[CH:17][C:16]([Cl:19])=[C:15]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=4)[CH:14]=3)=[O:26])=[C:2]([Cl:1])[CH:3]=2)[CH:35]=[CH:34][N:33]=[CH:32]1

Participants

3

Reactant 2

HCID 787361H-Imidazole-1-propanamineHCID 668786053-Chloro-4-(4-chloro-3-(pyridin-2-yl)phenylcarbamoyl)benzoic acid

Product 1

HCID 58614932N4-(3-(1H-imidazol-1-yl)propyl)-2-chloro-N1-(4-chloro-3-(pyridin-2-yl)phenyl)terephthalamide

Procedure

75 mg of 3-chloro-4-(4-chloro-3-(pyridin-2-yl)phenylcarbamoyl)benzoic acid was coupled to 1-(3-aminopropyl)imidazole via Procedure G. The product was purified on reverse phase HPLC to yield N4-(3-(1H-imidazol-1-yl)propyl)-2-chloro-N1-(4-chloro-3-(pyridin-2-yl)phenyl)terephthalamide. MS (Q1) 495 (M)+.

Workup

  1. customThe product was purified on reverse phase HPLC

Sources & evidence

ORD record
ord-cd4619fe85754112af9aa0ccedbee283
Source dataset
uspto-grants-2016_03
Patent number
US09278961B2

Reaction notes

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