Acetylacetone → HCID 69732524, compound

HRID 2416431Notes

Reaction equation

HRID 2416431 reaction equation
[C:1]([O:4][C@H:5]([CH3:20])[CH2:6][CH2:7][CH2:8][CH2:9][N:10]1[C:15](=[O:16])[CH:14]=[C:13]([NH2:17])[N:12]([CH3:18])[C:11]1=[O:19])(=[O:3])[CH3:2].[CH3:21][C:22](=O)[CH2:23][C:24](=O)[CH3:25]>>[C:1]([O:4][C@H:5]([CH3:20])[CH2:6][CH2:7][CH2:8][CH2:9][N:10]1[C:15](=[O:16])[C:14]2[C:22]([CH3:21])=[CH:23][C:24]([CH3:25])=[N:17][C:13]=2[N:12]([CH3:18])[C:11]1=[O:19])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 31261AcetylacetoneHCID 54017983HCID 54017983, compound

Product 1

HCID 69732524HCID 69732524, compound

Conditions

Temperature
145 °C

Procedure

A mixture of (R)-3-(5-acetoxyhexyl)-6-amino-1-methyluracil (250 mg, 0.88 mmol), 2,4-pentanedione (2 ml, 19.5 mmol) and xylenes (3 ml) was heated to 145° C. for 18 hours. The mixture was concentrated under reduced pressure followed by coevaporation with toluene (2×5 ml) to remove the remaining 2,4-pentanedione to provide crude (R)-3-(5-acetoxyhexyl)-1,5,7-trimethylpyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customto remove the remaining 2,4-pentanedione

Sources & evidence

ORD record
ord-37b47fc69f9c4e86b09cf9c12de194bb
Source dataset
uspto-grants-2004_11
Patent number
US06825180B2

Reaction notes

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