Potassium Carbonate → 3-Bromoquinolin-6-ol

HRID 2175128Notes

Reaction equation

HRID 2175128 reaction equation
C([O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[N:11]=[CH:10][C:9]([Br:15])=[CH:8]2)(=O)C.C([O-])([O-])=O.[K+].[K+]>CO.O>[Br:15][C:9]1[CH:10]=[N:11][C:12]2[C:7]([CH:8]=1)=[CH:6][C:5]([OH:4])=[CH:14][CH:13]=2

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 685300473-Bromoquinolin-6-yl acetate

Product 1

HCID 148078713-Bromoquinolin-6-olYield 90.2%

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

A solution of Intermediate A (1 g, 3.76 mmol) and K2CO3 (1.04 g, 7.52 mmol) in MeOH/H2O (5 mL/3 mL) was stirred at rt for 2 hours. The reaction mixture was concentrated under reduced pressure to afford a crude solid which was further purified by washing with water, dried under vacuum to give the title compound as white solid (760 mg, yield 86%). LCMS (method N): [M+H]+=224, tR=2.29 min.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customto afford a crude solid which
  3. customwas further purified
  4. washby washing with water
  5. customdried under vacuum

Sources & evidence

ORD record
ord-0213db1a777843f58c9624f364cec839
Source dataset
uspto-grants-2015_06
Patent number
US09062045B2

Reaction notes

Loading…