Cyclopropylamine → HCID 178420900, compound

HRID 37074

Reaction equation

HRID 37074 reaction equation
Cl[C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[NH:4][CH:5]=[N:6]2.[CH:11]1([NH2:14])[CH2:13][CH2:12]1>CO>[CH:11]1([NH:14][C:2]2[N:10]=[CH:9][N:8]=[C:7]3[C:3]=2[N:4]=[CH:5][NH:6]3)[CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 69828CyclopropylamineHCID 53592776-Chloropurine

Product 1

HCID 178420900HCID 178420900, compoundYield 153.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 6-chloropurine (Aldrich Chemical Company, 4.23 g, 27 mmoles) and cyclopropylamine (Aldrich Chemical Company, 12.5 g, 22 mmoles) in MeOH (100 ml) was heated at 50° C. for 48 hours. The solvent was removed, and the crude product was purified on a silica gel column eluting with CHCl3 : 5% MeOH to obtain 5.90 g of a cream solid. This was recrystallized from MeOH to give two crops, 2.69 g and 1.16 g (81.4% total yield); mp. 237-240.

Workup

  1. customThe solvent was removed
  2. customthe crude product was purified on a silica gel column
  3. washeluting with CHCl3

Sources & evidence

ORD record
ord-27390c5745b6406283dfff51a10e27a3
Source dataset
uspto-grants-1995_05
Patent number
US05420115

Linked notes

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