Triethylamine → HCID 2155053, compound

HRID 1179147Notes

Reaction equation

HRID 1179147 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.[Cl:11][C:12]1[CH:13]=[C:14]([CH:17]=[CH:18][CH:19]=1)[CH2:15][NH2:16].C(N(CC)CC)C>C(O)CCC>[Cl:11][C:12]1[CH:13]=[C:14]([CH:17]=[CH:18][CH:19]=1)[CH2:15][NH:16][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[NH:4][CH:5]=[N:6]2

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 77802Benzenemethanamine, 3-chloro-HCID 53592776-Chloropurine

Product 1

HCID 2155053HCID 2155053, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
90 °C

Procedure

3 mmol of 6-chloropurine were dissolved in 15 ml of butanol. Subsequently, 4 mmol of 3-chlorobenzylamine and 5 mmol triethylamine were added and the mixture was heated at 90° C. for 4 hours. After cooling, the precipitated product was filtered off, washed with cold water and n-butanol and crystallised from ethanol or dimethylformamide. M.p.=252° C., TLC (CHCl3:MeOH:conc. NH4OH (8:2:0.2, v/v/v)): single spot; HPLC: purity>98%. Yield 95%.

Workup

  1. temperatureAfter cooling
  2. filtrationthe precipitated product was filtered off
  3. washwashed with cold water and n-butanol
  4. customcrystallised from ethanol or dimethylformamide

Sources & evidence

ORD record
ord-adf4861ba0d24a72aeb99bec1859eaf8
Source dataset
uspto-grants-2007_10
Patent number
US07279482B2

Reaction notes

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