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

HRID 2229594Notes

Reaction equation

HRID 2229594 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-626d74e745cd432b84f40ede9d71c170
Source dataset
uspto-grants-2002_07
Patent number
US06420438B1

Reaction notes

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