Azetidine → HCID 178508572, compound

HRID 465723Notes

Reaction equation

HRID 465723 reaction equation
[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][CH:7]=[N:8]2)=[C:4](Cl)[N:3]=1.[NH:12]1[CH2:15][CH2:14][CH2:13]1>C(#N)C>[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][NH:8]2)=[C:4]([N:12]2[CH2:15][CH2:14][CH2:13]2)[N:3]=1

Participants

4

Reactant 2

HCID 10422AzetidineHCID 53603492-Amino-6-chloropurine

Product 1

HCID 178508572HCID 178508572, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
62 °C

Procedure

2-Amino-6-chloropurine (Sigma, lot #69F4064, 1.0 g, 5.8 mmol) was suspended in 50mL acetonitrile. Azetidine (Aldrich, lot #05606HV, 1.0 g, 17.5 mmol) was added and the reaction stirred at 62° C. for 24 hours. The solvents were evaporated to give a white solid which was recrystallized from methanol to yield 0.71 g (3.7 mmol, 65%); mp=280° C.

Workup

  1. customThe solvents were evaporated
  2. customto give a white solid which
  3. customwas recrystallized from methanol
  4. customto yield 0.71 g (3.7 mmol, 65%)

Sources & evidence

ORD record
ord-9ce0daf95ad243fa93b6e9c55f50ff2f
Source dataset
uspto-grants-1992_10
Patent number
US05153318

Reaction notes

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