4-Fluorobenzyl bromide → HCID 117771288, compound

HRID 2201585Notes

Reaction equation

HRID 2201585 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][NH:8][C:9]2=[O:12])=[CH:4][CH:3]=1.Br[CH2:14][C:15]1[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=1.CC(C)([O-])C.[K+]>O1CCOCC1>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][N:8]([CH2:14][C:15]3[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=3)[C:9]2=[O:12])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 680214-Fluorobenzyl bromideHCID 23665647Potassium tert-butoxideHCID 250673307-Bromo-3,4-dihydroisoquinolin-1(2H)-one

Product 1

HCID 117771288HCID 117771288, compoundYield 100.7%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of 7-bromo-3,4-dihydroisoquinolin-1(2H)-one (150 mg, 0.66 mmol) and 1-(bromomethyl)-4-fluorobenzene (151 mg, 0.80 mmol) in 1,4-dioxane (5 ml) was added potassium t-butoxide (112 mg, 1.00 mmol). The resulting mixture was stirred at RT overnight. Solids were removed by filtration. Then the mixture was concentrated in vacuo to give 7-bromo-2-(4-fluorobenzyl)-3,4-dihydroisoquinolin-1(2H)-one (222 mg, yield: 100%). MS (M+H)+: 335.

Workup

  1. customSolids were removed by filtration
  2. concentrationThen the mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-0f40e198781245a580f8c45fff7e86ab
Source dataset
uspto-grants-2016_06
Patent number
US09364482B2

Reaction notes

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