Pyridine → HCID 178476199, compound

HRID 1484949Notes

Reaction equation

HRID 1484949 reaction equation
[OH:1][CH2:2][CH2:3][C:4]1[C:5]([OH:11])=[N:6][C:7]([OH:10])=[N:8][CH:9]=1.[C:12]([O:15]C(=O)C)(=[O:14])[CH3:13].N1C=CC=CC=1>O>[CH3:13][C:12]([O-:15])=[O:14].[C:12]([O:1][CH2:2][CH2:3][C:4]1[C:5]([OH:11])=[N:6][C:7]([OH:10])=[N:8][CH:9]=1)(=[O:14])[CH3:13]

Participants

6

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 178520343HCID 178520343, compound

Product 2

HCID 175AcetateHCID 178476199HCID 178476199, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Mixture of 5-(2-hydroxyethyl)pyrimidine-2,4-diol (1.0 g, 6.4 mmole), 5 ml. of acetic anhydride, and ca. 30 ml. of dry pyridine was stirred for 1 hr. under anhydrous condition. The clear solution was treated with water and evaporated under vacuum to leave a white residue that was recrystallized from water to yield the monoacetate as white powder 2-(2,4-dihydroxypyrimidin-5-yl)ethyl acetate (0.95 g. 74%). LC-MS (m/z)=199 [M+H]+.

Workup

  1. customevaporated under vacuum
  2. customto leave a white residue that
  3. customwas recrystallized from water

Sources & evidence

ORD record
ord-f494001253e54618a6d8b1886d003bea
Source dataset
uspto-grants-2016_08
Patent number
US09422271B2

Reaction notes

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