Thionyl Chloride → 4-Ethoxy-1-(4-fluorophenyl)pyrazole-3-carbonyl chloride

HRID 1465186Notes

Reaction equation

HRID 1465186 reaction equation
[CH2:1]([O:3][C:4]1[C:5]([C:16]([OH:18])=O)=[N:6][N:7]([C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)[CH:8]=1)[CH3:2].S(Cl)([Cl:21])=O>>[CH2:1]([O:3][C:4]1[C:5]([C:16]([Cl:21])=[O:18])=[N:6][N:7]([C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)[CH:8]=1)[CH3:2]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 336766774-ethoxy-1-(4-fluorophenyl)-1H-pyrazole-3-carboxylic acid

Product 1

HCID 867081584-Ethoxy-1-(4-fluorophenyl)pyrazole-3-carbonyl chloride

Procedure

D3 (43 mg, 0.17 mmol, 1.0 eq.) was heated in thionyl chloride (1 mL) for 4 h at 67° C. Solvent was removed in vacuo and the crude material was resolved in dry toluene and evaporated under reduced pressure again to yield D4. The crude material was used in the next step without further purification.

Workup

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

Sources & evidence

ORD record
ord-087e8d4a4f25427b845d58d767064a5c
Source dataset
uspto-grants-2015_04
Patent number
US08999982B2

Reaction notes

Loading…