Pyridine → HCID 58056199, compound

HRID 1773547Notes

Reaction equation

HRID 1773547 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[C:7]([O:13][CH3:14])[C:8]([NH2:12])=[CH:9]2)=[CH:4][CH:3]=1.[C:15](OC(=O)C)(=[O:17])[CH3:16].N1C=CC=CC=1>O>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[C:7]([O:13][CH3:14])[C:8]([NH:12][C:15](=[O:17])[CH3:16])=[CH:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 58056097HCID 58056097, compound

Product 1

HCID 58056199HCID 58056199, compoundYield 99.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 7-bromo-3-methoxy-naphthalen-2-ylamine (2.2 g, 8.76 mmol), acetic anhydride (1.4 g, 13.14 mmol) and pyridine (20 mL) was stirred at room temperature for 3 hours. Water (300 mL) was added and the solid precipitate was collected by filtration and copiously washed with water. The solid residue was dissolved in dichloromethane, dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure to give 2.569 g of N-(7-bromo-3-methoxy-naphthalen-2-yl)-acetamide as a light pink solid.

Workup

  1. filtrationthe solid precipitate was collected by filtration
  2. washcopiously washed with water
  3. dissolutionThe solid residue was dissolved in dichloromethane
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-d0f553528ef346fb93389692f9c66275
Source dataset
uspto-grants-2016_02
Patent number
US09255110B2

Reaction notes

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