Pyrazole → HCID 11268587, compound

HRID 859934Notes

Reaction equation

HRID 859934 reaction equation
[NH:1]1[CH:5]=[CH:4][CH:3]=[N:2]1.[H-].[Na+].[Cl:8][C:9]1[N:14]=[C:13](S(C)(=O)=O)[N:12]=[C:11]([NH:19][CH:20]([CH3:22])[CH3:21])[C:10]=1[C:23]1[C:28]([F:29])=[CH:27][CH:26]=[CH:25][C:24]=1[Cl:30]>CN(C=O)C>[Cl:8][C:9]1[N:14]=[C:13]([N:1]2[CH:5]=[CH:4][CH:3]=[N:2]2)[N:12]=[C:11]([NH:19][CH:20]([CH3:22])[CH3:21])[C:10]=1[C:23]1[C:28]([F:29])=[CH:27][CH:26]=[CH:25][C:24]=1[Cl:30]

Participants

5

Reactant 3

HCID 1048PyrazoleHCID 24758Sodium hydrideHCID 86606165HCID 86606165, compound

Product 1

HCID 11268587HCID 11268587, compoundYield 93.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 180 mg (2.64 mmol) of pyrazole in 4 ml of anhydrous DMF was treated with 106 mg (2.64 mmol) of NaH (60% suspension in mineral oil), with ice-cooling. After the mixture had been stirred for one hour, 500 mg (1.32 mmol) of the product of step d were added and the mixture was stirred for approximately 14 hours at 20 to 25° C. The product was precipitated by adding water. Filtration, washing with water and drying gave 450 mg of the title compound as colorless crystals of m.p. 185–187° C.

Workup

  1. temperaturecooling
  2. stirringthe mixture was stirred for approximately 14 hours at 20 to 25° C
  3. customThe product was precipitated
  4. additionby adding water
  5. filtrationFiltration
  6. washwashing with water
  7. customdrying

Sources & evidence

ORD record
ord-43cd65326a274d8e86caa37951981f3c
Source dataset
uspto-grants-2006_12
Patent number
US07153860B2

Reaction notes

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