Sulfuric Acid → HCID 22034107, compound

HRID 2121604Notes

Reaction equation

HRID 2121604 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-71c79f43ba7d40129e8e4b79e734bc32
Source dataset
uspto-grants-2004_02
Patent number
US06696445B2

Reaction notes

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