Phosphorus oxychloride → 7-Bromo-1-Chloroisoquinoline

HRID 1896959Notes

Reaction equation

HRID 1896959 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][N:8]=[C:9]2O)=[CH:4][CH:3]=1.O=P(Cl)(Cl)[Cl:15]>>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][N:8]=[C:9]2[Cl:15])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178517616HCID 178517616, compound

Product 1

HCID 65020247-Bromo-1-Chloroisoquinoline

Conditions

Temperature
80 °C

Procedure

Into a 50 mL round-bottom flask, was placed a solution of 7-bromoisoquinolin-1-ol (1.0 g, 4.46 mmol, 1.00 equiv) in POCl3 (5 mL). The reaction mixture was stirred for 60 min at 80° C. in an oil bath. The resulting mixture was concentrated under vacuum. The residue was dissolved in 20 mL of DCM, washed with 3×10 mL of water, dried over anhydrous sodium sulfate, and concentrated under vacuum. The title compound was obtained as a light yellow solid.

Workup

  1. customInto a 50 mL round-bottom flask, was placed
  2. concentrationThe resulting mixture was concentrated under vacuum
  3. dissolutionThe residue was dissolved in 20 mL of DCM
  4. washwashed with 3×10 mL of water
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-d7985fe4438f42d0bf60c59ca0031a66
Source dataset
uspto-grants-2013_08
Patent number
US08518969B2

Reaction notes

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