Bromine → HCID 66608911, compound

HRID 221101Notes

Reaction equation

HRID 221101 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[C:10](=[O:12])[NH:9][CH:8]=[CH:7]2.[Br:13]Br>ClCCl>[Br:13][C:7]1[C:6]2[C:11](=[C:2]([CH3:1])[CH:3]=[CH:4][CH:5]=2)[C:10](=[O:12])[NH:9][CH:8]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 3552438-methylisoquinolin-1(2H)-one

Product 1

HCID 66608911HCID 66608911, compoundYield 108.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 8-methyl-2H-isoquinolin-1-one (1.15 g) in dichloromethane (20 ml) was added dropwise a solution of bromine (1.26 g) in dichloromethane (4 ml) at room temperature. The mixture was stirred at the same temperature for one hour, and the solvent was evaporated under reduced pressure. The residue was crystallized from ether to give 4-bromo-8-methyl-2H-isoquinolin-1-one (1.86 g) as colorless crystals. APCI-Mass m/Z 238/240 (M+H). (2) The above 4-bromo-8-methyl-2H-isoquinolin-1-one was treated in a manner similar to Reference Example 2 to give the target compound as colorless crystals. APCI-Mass m/Z 356/358M+H).

Workup

  1. customthe solvent was evaporated under reduced pressure
  2. customThe residue was crystallized from ether

Sources & evidence

ORD record
ord-f518a8f785d74bc58bc73c7d289ca059
Source dataset
uspto-grants-2012_06
Patent number
US08202984B2

Reaction notes

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