Water → HCID 59803699, compound

HRID 1666219Notes

Reaction equation

HRID 1666219 reaction equation
[NH2:1][C:2]1[N:7]([CH2:8][CH3:9])[C:6](=[O:10])[NH:5][C:4](=[O:11])[C:3]=1[NH:12][C:13](=O)[C:14]#[C:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([O:24][CH3:25])[CH:17]=1.O>CN(C)C=O>[CH3:25][O:24][C:18]1[CH:17]=[C:16]([C:15]#[C:14][C:13]2[NH:12][C:3]3[C:4](=[O:11])[NH:5][C:6](=[O:10])[N:7]([CH2:8][CH3:9])[C:2]=3[N:1]=2)[CH:21]=[CH:20][C:19]=1[O:22][CH3:23]

Participants

4

Reactant 2

HCID 962WaterHCID 59803688HCID 59803688, compound

Product 1

HCID 59803699HCID 59803699, compoundYield 74.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

To a stirred solution of 3-(3,4-dimethoxyphenyl)propynoic acid (6-amino-1-ethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl) amide (2.27 g, 6.3 mmol) in 12 ml of dry dimethylformamide was added phosphorous pentaoxyde (5 g, 17 mmol). The mixture was stirred at 100° C. for 10 min and cooled to room temperature. The product was recipitated by adding water (100 ml), filtered under reduced pressure, washed thoroughly with water and dryed at 70° C., light yellow yielding 8-(3,4-dimethoxyphenylethynyl)-3-ethyl-3,7-dihydro-purine-2,6-dione (1.6 g, 74%).

Workup

  1. temperaturecooled to room temperature
  2. filtrationfiltered under reduced pressure
  3. washwashed thoroughly with water
  4. customdryed at 70° C.

Sources & evidence

ORD record
ord-8a83cf17789d4b30ba932219b0b1fff8
Source dataset
uspto-grants-2011_10
Patent number
US08044061B2

Reaction notes

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