Ethylamine → HCID 54022558, compound

HRID 863402Notes

Reaction equation

HRID 863402 reaction equation
C([O:4][C@@H:5]1[C@H:9]([O:10]C(=O)C)[C@@H:8]([CH2:14][O:15]C(=O)C)[O:7][C@H:6]1[N:19]1[CH:27]=[N:26][C:25]2[C:20]1=[N:21][C:22]([S:29][CH2:30][CH2:31][CH3:32])=[N:23][C:24]=2Cl)(=O)C.[CH2:33]([NH2:35])[CH3:34]>O1CCOCC1.O>[CH2:33]([NH:35][C:24]1[C:25]2[N:26]=[CH:27][N:19]([C:20]=2[N:21]=[C:22]([S:29][CH2:30][CH2:31][CH3:32])[N:23]=1)[C@@H:6]1[O:7][C@H:8]([CH2:14][OH:15])[C@@H:9]([OH:10])[C@H:5]1[OH:4])[CH3:34]

Participants

5

Reactant 2

HCID 6341EthylamineHCID 10719746HCID 10719746, compound

Product 1

HCID 54022558HCID 54022558, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

9-(2,3,5-Tri-O-acetyl-β-D-ribofuranosyl)-6-chloro-2-(propylthio)purine (1.3 g) and ethylamine (1.6 ml) in dioxane (30 ml) and water (30 ml) were heated in a sealed autoclave at 110° for 20 hours. On cooling to room temperature, evaporation gave a residue which was recrystallised from ethyl acetate. Further purification by chromatography (SiO2, methanol:ethyl acetate, 1:15 as eluant) gave the sub-title compound (0.46 g).

Workup

  1. customevaporation
  2. customgave a residue which
  3. customwas recrystallised from ethyl acetate
  4. customFurther purification by chromatography (SiO2, methanol:ethyl acetate, 1:15 as eluant)

Sources & evidence

ORD record
ord-0eabaedbef6b4687a7f581bc6360eaeb
Source dataset
uspto-grants-1998_02
Patent number
US05721219

Reaction notes

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