1,3-Dimethyl-1H-pyrazol-5-amine → 2-chloro-N1-(4-chloro-3-(pyridin-2-yl)phenyl)-N4-(1,3-dimethyl-1H-pyrazol-5-yl)terephthalamide

HRID 922976Notes

Reaction equation

HRID 922976 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][N:28]1[C:32]([NH2:33])=[CH:31][C:30]([CH3:34])=[N:29]1>>[Cl:1][C:2]1[CH:3]=[C:4]([C:5]([NH:33][C:32]2[N:28]([CH3:27])[N:29]=[C:30]([CH3:34])[CH:31]=2)=[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 5207211,3-Dimethyl-1H-pyrazol-5-amineHCID 668786053-Chloro-4-(4-chloro-3-(pyridin-2-yl)phenylcarbamoyl)benzoic acid

Product 1

HCID 586146342-chloro-N1-(4-chloro-3-(pyridin-2-yl)phenyl)-N4-(1,3-dimethyl-1H-pyrazol-5-yl)terephthalamide

Procedure

50 mg of 3-chloro-4-(4-chloro-3-(pyridin-2-yl)phenylcarbamoyl)benzoic acid was coupled to 1,3-dimethyl-1H-pyrazol-5-amine via Procedure G. The crude product was purified on reverse phase HPLC to yield 2-chloro-N1-(4-chloro-3-(pyridin-2-yl)phenyl)-N4-(1,3-dimethyl-1H-pyrazol-5-yl)terephthalamide. MS (Q1) 480 (M)+.

Workup

  1. customThe crude product was purified on reverse phase HPLC

Sources & evidence

ORD record
ord-dd438a0099ee41ea93dec3bce1e032cf
Source dataset
uspto-grants-2016_03
Patent number
US09278961B2

Reaction notes

Loading…