Dimethyl 2,2-dimethyl-3-oxobutanedioate → HCID 178500125, compound

HRID 1505466Notes

Reaction equation

HRID 1505466 reaction equation
[F:1][C:2]1[CH:21]=[CH:20][CH:19]=[CH:18][C:3]=1[CH2:4][N:5]1[C:9]2=[N:10][CH:11]=[CH:12][CH:13]=[C:8]2[C:7]([C:14](=[NH:17])[NH:15][NH2:16])=[N:6]1.[CH3:22][C:23]([CH3:34])([C:28](=O)[C:29](OC)=[O:30])[C:24]([O:26][CH3:27])=[O:25]>C(O)C>[F:1][C:2]1[CH:21]=[CH:20][CH:19]=[CH:18][C:3]=1[CH2:4][N:5]1[C:9]2=[N:10][CH:11]=[CH:12][CH:13]=[C:8]2[C:7]([C:14]2[N:15]=[N:16][C:28]([C:23]([CH3:34])([CH3:22])[C:24]([O:26][CH3:27])=[O:25])=[C:29]([OH:30])[N:17]=2)=[N:6]1

Participants

4

Reactant 2

HCID 85519062Dimethyl 2,2-dimethyl-3-oxobutanedioateHCID 178512735HCID 178512735, compound

Product 1

HCID 178500125HCID 178500125, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

6.00 g (14.562 mmol) of the compound from Example 23A were dissolved in 70 ml of ethanol, and 2.740 g (14.562 mmol) of dimethyl 2,2-dimethyl-3-oxobutanedioate (described in J. Am. Chem. Soc. 124(14), 3680-3691; 2002) were added. The mixture was heated at reflux overnight. After cooling, the solid was filtered off with suction and washed with a little ethanol, and the filtrate was concentrated and dried under high vacuum.

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux overnight
  3. temperatureAfter cooling
  4. filtrationthe solid was filtered off with suction
  5. washwashed with a little ethanol
  6. concentrationthe filtrate was concentrated
  7. customdried under high vacuum

Sources & evidence

ORD record
ord-5f979b9daef64e6fb832920be625ceb2
Source dataset
uspto-grants-2015_12
Patent number
US09216978B2

Reaction notes

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