9-(Phenylmethyl)-9H-purin-6-amine → 9-Benzyl-8-bromoadenine

HRID 1181196Notes

Reaction equation

HRID 1181196 reaction equation
[CH2:1]([N:8]1[CH:16]=[N:15][C:14]2[C:9]1=[N:10][CH:11]=[N:12][C:13]=2[NH2:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Br:18]Br>C(O)(=O)C>[CH2:1]([N:8]1[C:16]([Br:18])=[N:15][C:14]2[C:9]1=[N:10][CH:11]=[N:12][C:13]=2[NH2:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 202629-(Phenylmethyl)-9H-purin-6-amineHCID 24408Bromine

Product 1

HCID 99045519-Benzyl-8-bromoadenine

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of N9-benzyladenine (1 mmol) in acetic acid buffer (pH=4) was treated with bromine (1 mmol) at room temperature for 12 h. The reaction was quenched with 10% sodium sulfite solution and extracted with dichloromethane. The combined extracts were dried (Na2SO4) and evaporated to dryness. Chromatography afforded N9-benzyl-8-bromoadenine.

Workup

  1. customThe reaction was quenched with 10% sodium sulfite solution
  2. extractionextracted with dichloromethane
  3. dry with materialThe combined extracts were dried (Na2SO4)
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-2db62fd8c0334adb8d7276fe781e2b17
Source dataset
uspto-grants-2007_10
Patent number
US07285543B2

Reaction notes

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