HCID 178509051, compound → HCID 178511466, compound

HRID 2269073Notes

Reaction equation

HRID 2269073 reaction equation
[NH2:1][C:2]1[N:10]=[C:9]([S:11][CH2:12][CH2:13][N:14]2C(=O)C3=CC=CC=C3C2=O)[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([OH:32])[N:6]2[CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>O.NN>[NH2:1][C:2]1[N:10]=[C:9]([S:11][CH2:12][CH2:13][NH2:14])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([OH:32])[N:6]2[CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

3

Reactant 1

HCID 178509051HCID 178509051, compound

Product 1

HCID 178511466HCID 178511466, compoundYield 7%

Reagents, catalysts & solvents 1

HCID 24654Hydrazine hydrate (1:1)Solvent

Procedure

6-Amino-9-benzyl-8-hydroxy-2-(2-phthalimidoethylthio)purine (78 mg, 0.18 mmol) was suspended in 1M hydrazine monohydrate (10 ml). The suspension was stirred at room temperature for 9 hours. The reaction mixture was evaporated in vacuo to dryness and to the residue was added 2N hydrochloric acid. Insoluble materials were filtered off and the filtrate was neutralized with 28% aqueous ammonia and extracted with ethyl acetate. The organic layer was dried on magnesium sulfate and evaporated in vacuo to dryness to give the subject compound (4 mg, yield 7%).

Workup

  1. customThe reaction mixture was evaporated in vacuo to dryness and to the residue
  2. additionwas added 2N hydrochloric acid
  3. filtrationInsoluble materials were filtered off
  4. extractionextracted with ethyl acetate
  5. customThe organic layer was dried on magnesium sulfate
  6. customevaporated in vacuo to dryness

Sources & evidence

ORD record
ord-b134b55f378b480db8e236566090313f
Source dataset
uspto-grants-2001_12
Patent number
US06329381B1

Reaction notes

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