Sodium Methoxide → HCID 13914627, compound

HRID 2118948Notes

Reaction equation

HRID 2118948 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]([C@@H:8]2[O:30][C@H:29]([CH2:31][O:32]C(=O)C3C=CC=CC=3)[C@@H:19]([O:20]C(=O)C3C=CC=CC=3)[C@H:9]2[O:10]C(=O)C2C=CC=CC=2)[C:4](=[O:41])[C:3]=1[Br:42].C[O-].[Na+]>CO>[NH2:1][C:2]1[CH:7]=[CH:6][N:5]([C@@H:8]2[O:30][C@H:29]([CH2:31][OH:32])[C@@H:19]([OH:20])[C@H:9]2[OH:10])[C:4](=[O:41])[C:3]=1[Br:42]

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 14775567HCID 14775567, compound

Product 1

HCID 13914627HCID 13914627, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 3.52 g (5.6 mmol) of 4-amino-3-bromo-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2(1H)-pyridinone and 0.556 mmol of sodium methoxide in 50 ml of methanol was stirred at room temperature for 24 hours. At the end of this time, 0.88 g of methanol-washed IRC-50 ion exchange resin (Dow Chemical Co., Midland, Mich., USA) in the hydrogen ion form were added to the solution, and the resulting mixture was stirred for one hour.

Workup

  1. washAt the end of this time, 0.88 g of methanol-washed IRC-50 ion exchange resin (Dow Chemical Co., Midland, Mich., USA) in the hydrogen ion form
  2. additionwere added to the solution

Sources & evidence

ORD record
ord-aa5c391970c04b63b6e019e2df2e6663
Source dataset
uspto-grants-1987_07
Patent number
US04681873

Reaction notes

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