Triethylamine → HCID 178452840, compound

HRID 2401526Notes

Reaction equation

HRID 2401526 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:11]([O:15][C:16](=[O:24])[NH:17][CH:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1)([CH3:14])([CH3:13])[CH3:12].C(N(CC)CC)C>C(O)CCC>[C:11]([O:15][C:16](=[O:24])[NH:17][CH:18]1[CH2:23][CH2:22][N:21]([C:2]2[N:10]=[CH:9][N:8]=[C:7]3[C:3]=2[N:4]=[CH:5][NH:6]3)[CH2:20][CH2:19]1)([CH3:14])([CH3:12])[CH3:13]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 7238334-(N-Boc-amino)piperidineHCID 53592776-Chloropurine

Product 1

HCID 178452840HCID 178452840, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
100 °C

Procedure

To a mixture of 6-chloropurine (0.050 g, 0.323 mmol) and piperidin-4-yl carbamic acid tert-butyl ester (0.129 g, 0.646 mmol) in n-butanol (3.2 ml) was added triethylamine (0.225 ml, 1.617 mmol). After heating at 100° C. for 20 hours, solvent was removed and the resulting solid triturated with a DCM/methanol mix (3 ml/5 ml). Filtration gave the desired product as a white solid (0.080 g, 78%). LC/MS: (LCT) Rt 5.37 [M+H]+ 319.

Workup

  1. customsolvent was removed
  2. customthe resulting solid triturated with a DCM/methanol
  3. additionmix (3 ml/5 ml)
  4. filtrationFiltration

Sources & evidence

ORD record
ord-de9a3992361f4c50a17490d37adc833f
Source dataset
uspto-grants-2014_08
Patent number
US08796293B2

Reaction notes

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