Water → HCID 59654181, compound

HRID 1784462Notes

Reaction equation

HRID 1784462 reaction equation
Cl[CH2:2][C:3]1[N:4]=[C:5]2[CH:14]=[CH:13][CH:12]=[CH:11][N:6]2[C:7](=[O:10])[C:8]=1[I:9].[C:15]([O-:18])(=[O:17])[CH3:16].[K+].O>CN(C=O)C>[C:15]([O:18][CH2:2][C:3]1[N:4]=[C:5]2[CH:14]=[CH:13][CH:12]=[CH:11][N:6]2[C:7](=[O:10])[C:8]=1[I:9])(=[O:17])[CH3:16]

Participants

5

Reactant 3

HCID 962WaterHCID 517044Potassium AcetateHCID 59654182HCID 59654182, compound

Product 1

HCID 59654181HCID 59654181, compoundYield 90.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
40 °C

Procedure

A mixture of 20.0 g (62.4 mmol) of the product from Step 2 (12) and 9.2 g (93.6 mmol) of potassium acetate in 200 mL DMF was stirred at 40° C. under nitrogen for three hours. The reaction mixture was allowed to cool to ambient temperature and the addition of excess water to the reaction solution caused the product to precipitate out of solution. The product was filtered, washed with water (3×), and drying under reduced pressure at 40° C. overnight yielded 19.4 g (56.4 mmol, 90%) of (3-iodo-4-oxo-4H-pyrido[1,2-a]pyrimidin-2-yl)methyl acetate (13) as a white solid.

Workup

  1. temperatureto cool to ambient temperature
  2. customto precipitate out of solution
  3. filtrationThe product was filtered
  4. washwashed with water (3×)
  5. customdrying under reduced pressure at 40° C. overnight

Sources & evidence

ORD record
ord-2a3d0f6d29274e9ea7dca831a61f173c
Source dataset
uspto-grants-2009_03
Patent number
US07504405B2

Reaction notes

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