Phosphorus tribromide → N9-cyclohexylethyl-8-bromomethyladenine

HRID 496537Notes

Reaction equation

HRID 496537 reaction equation
[CH:1]1([CH2:7][CH2:8][N:9]2[C:17]([CH2:18]O)=[N:16][C:15]3[C:10]2=[N:11][CH:12]=[N:13][C:14]=3[NH2:20])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.P(Br)(Br)[Br:22]>C(Cl)Cl>[CH:1]1([CH2:7][CH2:8][N:9]2[C:17]([CH2:18][Br:22])=[N:16][C:15]3[C:10]2=[N:11][CH:12]=[N:13][C:14]=3[NH2:20])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 53681681N9-cyclohexylethyl-8-hydroxymethyladenine

Product 1

HCID 54368200N9-cyclohexylethyl-8-bromomethyladenine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of N9-cyclohexylethyl-8-hydroxymethyladenine (1 mmol) in methylene chloride was treated with PBr3 (1 mmol) at 25° C. for 1 h. Extraction and chromatography give N9-cyclohexylethyl-8-bromomethyl-adenine as a white solid.

Workup

  1. extractionExtraction and chromatography

Sources & evidence

ORD record
ord-7bc249d2289f4569aa2001d90ec6ef87
Source dataset
uspto-grants-2005_09
Patent number
US06946115B2

Reaction notes

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