Hydrochloric Acid → 3-(4'-Bromo-biphenyl-4-yloxymethyl)-1-hydroxy-1H-pyridin-2-one

HRID 1716290Notes

Reaction equation

HRID 1716290 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH2:15][C:16]3[C:17]([O:23]C)=[N+:18]([O-:22])[CH:19]=[CH:20][CH:21]=3)=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.Cl>CO>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:9]=[CH:10][C:11]([O:14][CH2:15][C:16]3[C:17](=[O:23])[N:18]([OH:22])[CH:19]=[CH:20][CH:21]=3)=[CH:12][CH:13]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 685129393-(4'-Bromo-biphenyl-4-yloxymethyl)-2-methoxy-pyridine 1-oxide

Product 1

HCID 594679463-(4'-Bromo-biphenyl-4-yloxymethyl)-1-hydroxy-1H-pyridin-2-one

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 3-(4′-bromo-biphenyl-4-yloxymethyl)-2-methoxy-pyridine 1-oxide (0.045 g, 0.12 mmol) from Step C in MeOH (1 mL) was treated with 2N HCl (1.5 mL) at reflux for 1 h. The reaction mixture was concentrated under the reduced pressure and the resulting material (Compound 41) was washed with water and Et2O/hexanes (1:5) to give the titled compound. MS: 372, 374 (M+H)+.

Workup

  1. temperatureat reflux for 1 h
  2. concentrationThe reaction mixture was concentrated under the reduced pressure
  3. washthe resulting material (Compound 41) was washed with water and Et2O/hexanes (1:5)

Sources & evidence

ORD record
ord-ecec71d1f6c84ed3a498f44c01b9ccfe
Source dataset
uspto-grants-2010_09
Patent number
US07803793B2

Reaction notes

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