Phosphorus tribromide → N9-phenethyl-8-bromomethyladenine

HRID 1181200Notes

Reaction equation

HRID 1181200 reaction equation
[CH2:1]([N:9]1[C:17]([CH2:18]O)=[N:16][C:15]2[C:10]1=[N:11][CH:12]=[N:13][C:14]=2[NH2:20])[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.P(Br)(Br)[Br:22]>C(Cl)Cl>[CH2:1]([N:9]1[C:17]([CH2:18][Br:22])=[N:16][C:15]2[C:10]1=[N:11][CH:12]=[N:13][C:14]=2[NH2:20])[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 42637018N9-phenethyl-8-hydroxymethyladenine

Product 1

HCID 42637845N9-phenethyl-8-bromomethyladenine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of N9-phenethyl-8-hydroxymethyladenine (1 mmol) in methylene chloride was treated with phosphorus tribromide (1 mmol) at 25° C. for 1 h. Extraction and chromatography gave N9phenethyl-8-bromomethyl-adenine as a white solid. TLC: Rf=0.31, 10% MeOH—CH2Cl2.

Workup

  1. extractionExtraction and chromatography

Sources & evidence

ORD record
ord-230207b0987b46ac9eae92b8f3039d9d
Source dataset
uspto-grants-2007_10
Patent number
US07285543B2

Reaction notes

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