Thionyl Chloride → 1-(4-Fluorophenyl)-4-methoxy-pyrazole-3-carbonyl chloride

HRID 1465190Notes

Reaction equation

HRID 1465190 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:12]=[C:11]([O:13][CH3:14])[C:10]([C:15]([OH:17])=O)=[N:9]2)=[CH:4][CH:3]=1.S(Cl)([Cl:20])=O>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:12]=[C:11]([O:13][CH3:14])[C:10]([C:15]([Cl:20])=[O:17])=[N:9]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 336766731-(4-fluorophenyl)-4-methoxy-1H-pyrazole-3-carboxylic acid

Product 1

HCID 867081591-(4-Fluorophenyl)-4-methoxy-pyrazole-3-carbonyl chloride

Procedure

E2 (100 mg, 0.42 mmol, 1.0 eq.) was heated in thionyl chloride (1 mL) for 4 h under reflux. Solvent was removed in vacuo and the crude material was resolved in dry toluene and evaporated under reduced pressure again to yield E3. The crude material was used in the next step without further purification.

Workup

  1. temperatureunder reflux
  2. customSolvent was removed in vacuo
  3. customevaporated under reduced pressure again

Sources & evidence

ORD record
ord-2fa6be84054c46c6b1d9512238ebc798
Source dataset
uspto-grants-2015_04
Patent number
US08999982B2

Reaction notes

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