2-Methoxyethylamine → HCID 54013946, compound

HRID 2222573Notes

Reaction equation

HRID 2222573 reaction equation
[CH:1]1[N:6]=[C:5](Cl)[C:4]2[N:8]=[CH:9][N:10]([C@@H:11]3[O:15][C@H:14]([CH2:16][OH:17])[C@@H:13]([OH:18])[C@H:12]3[OH:19])[C:3]=2[N:2]=1.[CH3:20][O:21][CH2:22][CH2:23][NH2:24]>C(O)C>[CH3:20][O:21][CH2:22][CH2:23][NH:24][C:5]1[C:4]2[N:8]=[CH:9][N:10]([C:3]=2[N:2]=[CH:1][N:6]=1)[C@@H:11]1[O:15][C@H:14]([CH2:16][OH:17])[C@@H:13]([OH:18])[C@H:12]1[OH:19]

Participants

4

Reactant 2

HCID 80182-MethoxyethylamineHCID 930036-Chloropurine riboside

Product 1

HCID 54013946HCID 54013946, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

547 mg 6-chloropurine riboside, 0.882 mL 2-methoxyethylamine, and 5.0 mL ethyl alcohol are combined and heated to 90° C. in a sealed reaction vessel for about 22 hours. The ligand is then purified by silica gel chromatography using 8:1 methylene chloride:methanol to yield N6-(2-methoxyethyl)-adenosine (0.61 g, 98% yield.

Workup

  1. customThe ligand is then purified by silica gel chromatography

Sources & evidence

ORD record
ord-f7f7bca8282e4f5e9ba1eaa046a68e78
Source dataset
uspto-grants-2008_05
Patent number
US07371852B2

Reaction notes

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