Tert-butyl acetoacetate → HCID 86702419, compound

HRID 1408556Notes

Reaction equation

HRID 1408556 reaction equation
[CH:1]1([C:4]2[N:8]([C:9]3[C:15]([F:16])=[CH:14][C:12]([NH2:13])=[CH:11][C:10]=3[F:17])[N:7]=[C:6]([C:18]([F:21])([F:20])[F:19])[CH:5]=2)[CH2:3][CH2:2]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>[CH:1]1([C:4]2[N:8]([C:9]3[C:10]([F:17])=[CH:11][C:12]([NH:13][C:27](=[O:26])[CH2:28][C:29](=[O:30])[CH3:31])=[CH:14][C:15]=3[F:16])[N:7]=[C:6]([C:18]([F:20])([F:19])[F:21])[CH:5]=2)[CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 15538Tert-butyl acetoacetateHCID 67199149HCID 67199149, compound

Product 1

HCID 86702419HCID 86702419, compoundYield 78.2%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
145 °C

Procedure

Intermediate 35 (1 g, 3.3 mmol) and t-Butylacetoacetate (782 mg, 4.94 mmol) were dissolved in xylene (3 ml) and heated to 145° C. for 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-[5-cyclopropyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]-3,5-difluorophenyl}-3-oxobutanamide (1.0 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-e36b42e7758f4a3192e13dee497ff434
Source dataset
uspto-grants-2014_12
Patent number
US08921364B2

Reaction notes

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