Dimethyl 2,2-dimethyl-3-oxobutanedioate → HCID 178500132, compound

HRID 1529168Notes

Reaction equation

HRID 1529168 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:10]([C:11](=[NH:14])[NH:12][NH2:13])=[N:9][N:8]([CH2:15][C:16]3[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=3)[C:5]2=[N:6][CH:7]=1.[CH3:24][C:25]([CH3:36])([C:30](=O)[C:31](OC)=[O:32])[C:26]([O:28][CH3:29])=[O:27]>>[F:1][C:2]1[CH:3]=[C:4]2[C:10]([C:11]3[N:12]=[N:13][C:30]([C:25]([CH3:36])([CH3:24])[C:26]([O:28][CH3:29])=[O:27])=[C:31]([OH:32])[N:14]=3)=[N:9][N:8]([CH2:15][C:16]3[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=3)[C:5]2=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 85519062Dimethyl 2,2-dimethyl-3-oxobutanedioateHCID 178490913HCID 178490913, compound

Product 1

HCID 178500132HCID 178500132, compound

Procedure

4.89 g (15.557 mmol) of the compound from Example 32A were reacted analogously to the procedure of Example 28A with 4.391 g (23.336 mmol) of dimethyl 2,2-dimethyl-3-oxobutanedioate (described in J. Am. Chem. Soc. 124(14), 3680-3691; 2002). After the reaction had gone to completion, a solid was filtered off, which was washed with ethanol and then dried under high vacuum. This gave 6.04 g (85% of theory) of the title compound.

Workup

  1. filtrationa solid was filtered off
  2. washwhich was washed with ethanol
  3. customdried under high vacuum

Sources & evidence

ORD record
ord-9b85d39660df4f3282bbe7669fc67dfe
Source dataset
uspto-grants-2015_07
Patent number
US09090610B2

Reaction notes

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