3-Chloro-5-{[5-chloro-1-(4-methoxybenzyl)-1H-1,2,3-benzotriazol-4-yl]oxy}benzonitrile → HCID 178509930, compound

HRID 505516Notes

Reaction equation

HRID 505516 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([O:10][C:11]2[C:19]3[N:18]=[N:17][N:16](CC4C=CC(OC)=CC=4)[C:15]=3[CH:14]=[CH:13][C:12]=2[Cl:29])[CH:9]=1)[C:5]#[N:6]>C(O)(C(F)(F)F)=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([O:10][C:11]2[C:19]3[N:18]=[N:17][NH:16][C:15]=3[CH:14]=[CH:13][C:12]=2[Cl:29])[CH:9]=1)[C:5]#[N:6]

Participants

3

Reactant 1

HCID 684272083-Chloro-5-{[5-chloro-1-(4-methoxybenzyl)-1H-1,2,3-benzotriazol-4-yl]oxy}benzonitrile

Product 1

HCID 178509930HCID 178509930, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Conditions

Temperature
75 °C

Procedure

3-chloro-5-{[5-chloro-1-(4-methoxybenzyl)-1H-1,2,3-benzotriazol-4-yl]oxy}benzonitrile (0.0097 g, 0.023 mmol) was dissolved in TFA (2 mL) and heated at 75° C. for 2 hours. The reaction mixture was then allowed to cool to room temperature and then concentrated under reduced pressure. The resulting residue was subjected to automated silica gel chromatography eluting with 0-25% ethyl acetate in hexanes to give the title product. LRMS (M+1)=304.8

Workup

  1. temperatureto cool to room temperature
  2. concentrationconcentrated under reduced pressure
  3. washeluting with 0-25% ethyl acetate in hexanes

Sources & evidence

ORD record
ord-7a98bb7ee1744606a07c4af73f729499
Source dataset
uspto-grants-2010_08
Patent number
US07781454B2

Reaction notes

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