Hydrogen Bromide → HCID 66992338, compound

HRID 557279Notes

Reaction equation

HRID 557279 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[O:7][CH2:8][C:9]1[CH:27]=[CH:26][C:12]([CH2:13][C:14]2[CH:18]=[C:17]([C:19]3[C:20]([NH2:25])=[N:21][CH:22]=[CH:23][CH:24]=3)[O:16][N:15]=2)=[CH:11][CH:10]=1.[BrH:28]>CO.C(OCC)(=O)C>[BrH:28].[BrH:28].[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[O:7][CH2:8][C:9]1[CH:27]=[CH:26][C:12]([CH2:13][C:14]2[CH:18]=[C:17]([C:19]3[C:20]([NH2:25])=[N:21][CH:22]=[CH:23][CH:24]=3)[O:16][N:15]=2)=[CH:11][CH:10]=1

Participants

5

Reactant 2

HCID 260Hydrogen BromideHCID 16719049E-1210

Product 1

HCID 66992338HCID 66992338, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

3-(3-(4-(Pyridin-2-yloxymethyl)-benzyl)-isoxazol-5-yl)-pyridin-2-yl amine (200 mg) was dissolved in methanol and ethyl acetate, and an aqueous solution of hydrobromic acid (1.16N,0.90 mL) was added thereto. The solvent was concentrated under a reduced pressure. To the residue was added toluene, and concentrated under a reduced pressure. To the residue was added ethanol, and concentrated under a reduced pressure. To the residue was added a small amount of ethanol, then subjected to ultrasound treatment to be solidified. The solids were filtered to obtain the title compound (255 mg).

Workup

  1. concentrationThe solvent was concentrated under a reduced pressure
  2. additionTo the residue was added toluene
  3. concentrationconcentrated under a reduced pressure
  4. additionTo the residue was added ethanol
  5. concentrationconcentrated under a reduced pressure
  6. additionTo the residue was added a small amount of ethanol
  7. filtrationThe solids were filtered

Sources & evidence

ORD record
ord-da9deef5136147b790f51307805fc633
Source dataset
uspto-grants-2011_11
Patent number
US08058444B2

Reaction notes

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