Diisopropylethylamine → HCID 178452265, compound

HRID 2112903Notes

Reaction equation

HRID 2112903 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.C(N(C(C)C)CC)(C)C.[C:20]([O:24][C:25]([N:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1)=[O:26])([CH3:23])([CH3:22])[CH3:21]>C(O)C>[C:20]([O:24][C:25]([N:27]1[CH2:32][CH2:31][N:30]([C:2]2[N:10]=[CH:9][N:8]=[C:7]3[C:3]=2[N:4]=[CH:5][NH:6]3)[CH2:29][CH2:28]1)=[O:26])([CH3:23])([CH3:21])[CH3:22]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 143452tert-Butyl piperazine-1-carboxylateHCID 53592776-Chloropurine

Product 1

HCID 178452265HCID 178452265, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 6-chloropurine [CAS No. 87-42-3] (7.73 g) in ethanol (100 mL), diisopropylethylamine (26.1 mL) and piperazine-1-carboxylic acid t-butylester (11.16 g) were added, and this was heated under reflux for 16 hours. The solvent was removed under reduced pressure, and the residue was suspended in water (200 mL). The precipitate was collected by filtration, and then washed twice with 50 mL of water and twice with 50 mL of t-butyl methyl ether to give the title compound (13.99 g).

Workup

  1. temperaturethis was heated
  2. temperatureunder reflux for 16 hours
  3. customThe solvent was removed under reduced pressure
  4. filtrationThe precipitate was collected by filtration
  5. washwashed twice with 50 mL of water and twice with 50 mL of t-butyl methyl ether

Sources & evidence

ORD record
ord-b825360b997848d484fc1c4c630c7be4
Source dataset
uspto-grants-2009_04
Patent number
US07524847B2

Reaction notes

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