Tert-butyl acetoacetate → HCID 86702418, compound

HRID 1408554Notes

Reaction equation

HRID 1408554 reaction equation
[Cl:1][C:2]1[C:3]([C:18]([F:21])([F:20])[F:19])=[N:4][N:5]([C:10]2[CH:16]=[CH:15][C:13]([NH2:14])=[CH:12][C:11]=2F)[C:6]=1[CH:7]1[CH2:9][CH2:8]1.C([O:26][C:27](=O)[CH2:28][C:29]([CH3:31])=[O:30])(C)(C)C>C1(C)C(C)=CC=CC=1>[Cl:1][C:2]1[C:3]([C:18]([F:21])([F:20])[F:19])=[N:4][N:5]([C:10]2[CH:16]=[CH:15][C:13]([NH:14][C:27](=[O:26])[CH2:28][C:29](=[O:30])[CH3:31])=[CH:12][CH:11]=2)[C:6]=1[CH:7]1[CH2:9][CH2:8]1

Participants

4

Reactant 2

HCID 15538Tert-butyl acetoacetateHCID 67115942HCID 67115942, compound

Product 1

HCID 86702418HCID 86702418, compoundYield 72.5%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
145 °C

Procedure

Intermediate 34 (1.83 g, 5.72 mmol) and t-Butylacetoacetate (1.9 ml, 11.4 mmol) were dissolved in xylene (5 ml) and heated to 145° C. f°r 90 mins. Reaction mixture was cooled to rt to obtain a solid. Solid that formed was filtered, washed with petether and dried to obtain N-{4-[4-chloro-5-cyclopropyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]phenyl}-3-oxobutanamide (1.6 g).

Workup

  1. customReaction mixture
  2. temperaturewas cooled to rt
  3. customto obtain a solid
  4. customSolid that formed
  5. filtrationwas filtered
  6. washwashed with petether
  7. customdried

Sources & evidence

ORD record
ord-f56992fd5c7b4ef2a19aba59d6b2d805
Source dataset
uspto-grants-2014_12
Patent number
US08921364B2

Reaction notes

Loading…