Tert-butyl acetoacetate → HCID 86702420, compound

HRID 1408559Notes

Reaction equation

HRID 1408559 reaction equation
[CH:1]1([C:4]2[N:8]([C:9]3[N:14]=[CH:13][C:12]([NH2:15])=[CH:11][N:10]=3)[N:7]=[C:6]([C:16]([F:19])([F:18])[F:17])[CH:5]=2)[CH2:3][CH2:2]1.C([O:24][C:25](=O)[CH2:26][C:27]([CH3:29])=[O:28])(C)(C)C>C1(C)C(C)=CC=CC=1>[CH:1]1([C:4]2[N:8]([C:9]3[N:14]=[CH:13][C:12]([NH:15][C:25](=[O:24])[CH2:26][C:27](=[O:28])[CH3:29])=[CH:11][N:10]=3)[N:7]=[C:6]([C:16]([F:17])([F:18])[F:19])[CH:5]=2)[CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 15538Tert-butyl acetoacetateHCID 67114920HCID 67114920, compound

Product 1

HCID 86702420HCID 86702420, compoundYield 30.9%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
145 °C

Procedure

Intermediate 38 (1.1 g, 4.08 mmol) and t-Butylacetoacetate (1.29 g, 8.17 mmol) were dissolved in xylene (2.9 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-{2-[5-cyclopropyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]pyrimidin-5-yl}-3-oxobutanamide (445 mg).

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-3b3661657b8b4842a8ea40f81193a014
Source dataset
uspto-grants-2014_12
Patent number
US08921364B2

Reaction notes

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