Thionyl Chloride → HCID 86610903, compound

HRID 494366Notes

Reaction equation

HRID 494366 reaction equation
S(Cl)([Cl:3])=O.[CH2:5]([N:7]1[CH:11]=[C:10]([C:12](O)=[O:13])[C:9]([NH:15][S:16]([C:19]2[CH:24]=[CH:23][C:22]([O:25][CH2:26][C:27]3[N:28]=[C:29]([C:33]4[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=4)[O:30][C:31]=3[CH3:32])=[CH:21][CH:20]=2)(=[O:18])=[O:17])=[N:8]1)[CH3:6]>CN(C=O)C.C(Cl)Cl>[CH2:5]([N:7]1[CH:11]=[C:10]([C:12]([Cl:3])=[O:13])[C:9]([NH:15][S:16]([C:19]2[CH:24]=[CH:23][C:22]([O:25][CH2:26][C:27]3[N:28]=[C:29]([C:33]4[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=4)[O:30][C:31]=3[CH3:32])=[CH:21][CH:20]=2)(=[O:18])=[O:17])=[N:8]1)[CH3:6]

Participants

5

Reactant 2

HCID 24386Thionyl ChlorideHCID 11386125HCID 11386125, compound2×

Product 1

HCID 86610903HCID 86610903, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of thionyl chloride (2.0 mL) and 2 drops of DMF in DCM stirring under nitrogen at RT is added the title compound of Example 3, 1-ethyl-3-{4-[5-methyl-2-phenyl-oxazol-4-ylmethoxy]-benzenesulfonylamino}-1H-pyrazole-4-carboxylic acid (0.8 g, 1.65 mmol) in one portion. The resulting suspension is stirred for 16 h. The solution is concentrated and the resulting residue is azeotrophed twice with toluene. It is used as such without any additional purification.

Workup

  1. concentrationThe solution is concentrated
  2. customsuch without any additional purification

Sources & evidence

ORD record
ord-d1c4a0444418488a953487efe7bff812
Source dataset
uspto-grants-2009_05
Patent number
US07538135B2

Reaction notes

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