Bromine → HCID 136152308, compound

HRID 266241Notes

Reaction equation

HRID 266241 reaction equation
[CH2:1]([O:3][P:4]([CH2:9][O:10][CH2:11][CH2:12][N:13]1[CH:21]=[N:20][C:19]2[C:18](=[O:22])[NH:17][C:16]([NH2:23])=[N:15][C:14]1=2)([O:6][CH2:7][CH3:8])=[O:5])[CH3:2].[Br:24]Br>O>[Br:24][C:21]1[N:13]([CH2:12][CH2:11][O:10][CH2:9][P:4]([O:3][CH2:1][CH3:2])([O:6][CH2:7][CH3:8])=[O:5])[C:14]2[N:15]=[C:16]([NH2:23])[NH:17][C:18](=[O:22])[C:19]=2[N:20]=1

Participants

4

Reactant 2

HCID 24408Bromine2×HCID 135404759HCID 135404759, compound

Product 1

HCID 136152308HCID 136152308, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

9-(2'-(diethylphosphonomethoxy)ethyl)guanine (0.360 g, 1.04 mmol) was then dissolved in 10 ml H2O and treated dropwise with the aqueous bromine solution until the color of Br2 persisted. The reaction mixture was allowed to stand at 0° C. for 1 h and then was concentrated to afford a dark yellow viscous gum. Purification was accomplished by column chromatography on silica gel (MeOH--CH2Cl2) to provide 0.31 g of 8-bromo-9-(2'-(diethylphosphonomethoxy)ethyl)guanine as an orange powder.

Workup

  1. concentrationwas concentrated
  2. customto afford a dark yellow viscous gum
  3. customPurification

Sources & evidence

ORD record
ord-d99cc6cc82784f5f88eca903efe06ee7
Source dataset
uspto-grants-1997_07
Patent number
US05650510

Reaction notes

Loading…