Pyrazole → HCID 53893447, compound

HRID 486485Notes

Reaction equation

HRID 486485 reaction equation
Cl[CH2:2][CH2:3][CH:4]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:5]([O:7][CH3:8])=[O:6].[NH:15]1[CH:19]=[CH:18][CH:17]=[N:16]1>>[C:9]1([CH:4]([CH2:3][CH2:2][N:15]2[CH:19]=[CH:18][CH:17]=[N:16]2)[C:5]([O:7][CH3:8])=[O:6])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

3

Reactant 2

HCID 1048PyrazoleHCID 14938031HCID 14938031, compound

Product 1

HCID 53893447HCID 53893447, compoundYield 33%

Procedure

Methyl (RS)-4-chloro-2-phenylbutanoate (prepared as described in J. Amer. Chem. Soc., 443, 73, 1951) (1 g) and pyrazole (1 g) were heated together at 120° C. for 5 hour, cooled and the residue partitioned between ether and water. The organic layer was washed with water and extracted with 2M hydrochloric acid. The acid extracts were basified with sodium carbonate and extracted with ether. The organic layer was dried over magnesium sulphate and evaporated to give the title compound (0.37 g, 33%) as a colourless oil.

Workup

  1. temperaturecooled
  2. customthe residue partitioned between ether and water
  3. washThe organic layer was washed with water
  4. extractionextracted with 2M hydrochloric acid
  5. extractionextracted with ether
  6. dry with materialThe organic layer was dried over magnesium sulphate
  7. customevaporated

Sources & evidence

ORD record
ord-dc8286485db14bbda4f688193d6536cc
Source dataset
uspto-grants-1994_03
Patent number
US05292749

Reaction notes

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