2-Propanamine, 1-methoxy-, (2S)- → (S)-2-chloro-N1-(4-chloro-3-(pyridin-2-yl)phenyl)-N4-(1-methoxypropan-2-yl)terephthalamide

HRID 633073Notes

Reaction equation

HRID 633073 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](O)=[O:6].[CH3:27][O:28][CH2:29][C@@H:30]([NH2:32])[CH3:31]>>[Cl:1][C:2]1[CH:3]=[C:4]([C:5]([NH:32][C@@H:30]([CH3:31])[CH2:29][O:28][CH3:27])=[O:6])[CH:8]=[CH:9][C:10]=1[C:11]([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)=[O:26]

Participants

3

Reactant 2

HCID 70215362-Propanamine, 1-methoxy-, (2S)-HCID 668786053-Chloro-4-(4-chloro-3-(pyridin-2-yl)phenylcarbamoyl)benzoic acid

Product 1

HCID 58614772(S)-2-chloro-N1-(4-chloro-3-(pyridin-2-yl)phenyl)-N4-(1-methoxypropan-2-yl)terephthalamide

Procedure

75 mg of 3-chloro-4-(4-chloro-3-(pyridin-2-yl)phenylcarbamoyl)benzoic acid was coupled to (S)-1-methoxy-2-propylamine via Procedure G. The product was purified on reverse phase HPLC to yield (S)-2-chloro-N1-(4-chloro-3-(pyridin-2-yl)phenyl)-N4-(1-methoxypropan-2-yl)terephthalamide. MS (Q1) 459 (M)+.

Workup

  1. customThe product was purified on reverse phase HPLC

Sources & evidence

ORD record
ord-032f94ac13ba4ea7a185f9e7b003a141
Source dataset
uspto-grants-2016_04
Patent number
US09321761B2

Reaction notes

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