2-Acetoxybenzoyl chloride → HCID 25212115, compound

HRID 1409856Notes

Reaction equation

HRID 1409856 reaction equation
[CH3:1][C:2]1[C:3]([C:11]2[S:12][CH:13]=[CH:14][CH:15]=2)=[N:4][O:5][C:6]=1[C:7]([F:10])([F:9])[F:8].[C:16](OC1C=CC=CC=1C(Cl)=O)(=[O:18])[CH3:17]>>[CH3:1][C:2]1[C:3]([C:11]2[S:12][C:13]([C:16](=[O:18])[CH3:17])=[CH:14][CH:15]=2)=[N:4][O:5][C:6]=1[C:7]([F:8])([F:10])[F:9]

Participants

3

Reactant 2

HCID 796682-Acetoxybenzoyl chlorideHCID 57606117HCID 57606117, compound

Product 1

HCID 25212115HCID 25212115, compoundYield 58%

Procedure

Prepared from 4-Methyl-3-thiophen-2-yl-5-trifluoromethyl-isoxazole and 2-acetoxybenzoyl chloride by the method described in Example 3. Crude product was chromatographed on silica gel with EtOAc/hexanes (15 then 25%) as eluant to afford product as a tan colored solid (80 mg, 58%). 1H NMR (CDCl3) 2.39 (d, J=1.3, 3 H), 3.62 (s, 3 H), 7.57 (d, J=4.0, 1 H), 7.74 (d, J=4.0, 1 H). 19F NMR −63.1. LC/MS 7.82 min, [M+1]+ 276.

Workup

  1. customCrude product was chromatographed on silica gel with EtOAc/hexanes (15

Sources & evidence

ORD record
ord-6722bca53dfe439ba036e773e966a89b
Source dataset
uspto-grants-2014_12
Patent number
US08921399B2

Reaction notes

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