Phosphorus tribromide → 7-(Bromomethyl)-1-isoquinolinamine

HRID 1384900Notes

Reaction equation

HRID 1384900 reaction equation
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([CH2:12]O)[CH:10]=2)[CH:5]=[CH:4][N:3]=1.P(Br)(Br)[Br:15]>C1COCC1>[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([CH2:12][Br:15])[CH:10]=2)[CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 184686961-Amino-7-isoquinolinemethanol

Product 1

HCID 184687047-(Bromomethyl)-1-isoquinolinamine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1-Amino-7-hydroxymethylisoquinoline (0.2 g) was dissolved in dry THF (10 ml.) and phosphorous tribromide (0.03 ml.) added in one portion. A white precipitate was seen to form and the suspension was stirred for 1 hr. at room temperature. The mixture was evaporated to dryness and triturated with diethylether to give the product.

Workup

  1. customto form
  2. customat room temperature
  3. customThe mixture was evaporated to dryness
  4. customtriturated with diethylether
  5. customto give the product

Sources & evidence

ORD record
ord-f7e11e67430e445180c9fdd81c2826a3
Source dataset
uspto-grants-2001_07
Patent number
US06262069B1

Reaction notes

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