Sulfuric Acid → HCID 22034107, compound

HRID 1792274Notes

Reaction equation

HRID 1792274 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[N:9]1[C:13]2=[N:14][C:15]([CH3:28])=[CH:16][C:17]([NH:18]CC3C=CC(OC)=CC=3)=[C:12]2[N:11]=[C:10]1[CH3:29].C1(OC)C=CC=CC=1.FC(F)(F)C(O)=O.S(=O)(=O)(O)O>C([O-])(O)=O.[Na+]>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[N:9]1[C:13]2=[N:14][C:15]([CH3:28])=[CH:16][C:17]([NH2:18])=[C:12]2[N:11]=[C:10]1[CH3:29]

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 6422Trifluoroacetic acidHCID 7519AnisoleHCID 22034135HCID 22034135, compound

Product 1

HCID 22034107HCID 22034107, compound

Reagents, catalysts & solvents 1

HCID 516892Sodium BicarbonateSolvent

Procedure

Stir a solution of [3-(2,4-dichlorophenyl)-2,5-dimethylimidazolo[5,4-b]pyridin-7-yl](4-methoxybenzyl)amine (4.23 g, 10 mmol), anisole (3.2 mL, 29.6 mmol), trifluoroacetic acid (80 mL), and concentrated sulfuric acid (2 mL) at ambient temperature for 14 h. Add the resulting mixture dropwise to ice-water and dilute with NaHCO3. Filter the resulting precipitate and wash thoroughly with water to obtain the title compound as a brown solid.

Workup

  1. filtrationFilter the resulting precipitate
  2. washwash thoroughly with water

Sources & evidence

ORD record
ord-d65f2cf901554667a889a13c32f7fb06
Source dataset
uspto-grants-2006_07
Patent number
US07074929B2

Reaction notes

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