7-Bromo-1-Chloroisoquinoline → 7-bromo-2-(N-propylamino)isoquinoline

HRID 349046

Reaction equation

HRID 349046 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][N:8]=[C:9]2Cl)=[CH:4][CH:3]=1>C(N)CC>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][N:8]([NH:8][CH2:7][CH2:6][CH3:5])[CH2:9]2)=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 65020247-Bromo-1-Chloroisoquinoline

Product 1

HCID 210859967-bromo-2-(N-propylamino)isoquinoline

Reagents, catalysts & solvents 1

HCID 7852PropylamineSolvent

Procedure

A solution of 7-bromo-1-chloroisoquinoline in propylamine (15.0 mL) was heated at 70° C. in a sealed tube overnight. The reaction mixture was concentrated under reduced pressure, then dissolved in chloroform and washed with saturated sodium bicarbonate, saturated sodium chloride, dried (sodium sulfate), filtered, and concentrated under reduced pressure to yield 7-bromo-2-(N-propylamino)isoquinoline (820 mg): ESI MS m/z 266 [M+H]+

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. dissolutiondissolved in chloroform
  3. washwashed with saturated sodium bicarbonate, saturated sodium chloride
  4. dry with materialdried (sodium sulfate)
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-d2c51219b1f84eae9fe9663e207d0dd8
Source dataset
uspto-grants-2007_02
Patent number
US07176242B2

Linked notes

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