Hydrogen Bromide → HCID 67398847, compound

HRID 1990696Notes

Reaction equation

HRID 1990696 reaction equation
Br.[C:2]1([C:8]2[N:13]=[CH:12][C:11]([CH2:14][CH2:15][NH:16]C(=O)OCC3C=CC=CC=3)=[CH:10][CH:9]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)(=O)C.ClCCl>[C:2]1([C:8]2[N:13]=[CH:12][C:11]([CH2:14][CH2:15][NH2:16])=[CH:10][CH:9]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 260Hydrogen BromideHCID 67398019HCID 67398019, compound

Product 1

HCID 67398847HCID 67398847, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 6344DichloromethaneSolvent

Procedure

9 ml of 33% hydrobromic acid in acetic acid are added dropwise to a solution, cooled to approximately 0° C., of 1.8 g (5.42 mmol) of phenylmethyl 2-(6-phenylpyrid-3-yl)ethylcarbamate, prepared in stage 1.1., in 50 ml of dichloromethane. Stirring is continued at ambient temperature for 2 hours. The mixture is concentrated under reduced pressure and the residue is taken up in dichloromethane and a saturated aqueous sodium hydrogencarbonate solution. The aqueous phase is separated and is extracted twice with ethyl acetate. The combined organic phases are washed with a saturated aqueous sodium chloride solution and dried over sodium sulphate, and the filtrate is concentrated under reduced pressure.

Workup

  1. customprepared in stage 1.1
  2. concentrationThe mixture is concentrated under reduced pressure
  3. customThe aqueous phase is separated
  4. extractionis extracted twice with ethyl acetate
  5. washThe combined organic phases are washed with a saturated aqueous sodium chloride solution
  6. dry with materialdried over sodium sulphate
  7. concentrationthe filtrate is concentrated under reduced pressure

Sources & evidence

ORD record
ord-40dc12cb5c56461b9c7184ccdd27fcc1
Source dataset
uspto-grants-2010_01
Patent number
US07645757B2

Reaction notes

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