Trifluoroacetic acid → HCID 71766518, compound

HRID 403404Notes

Reaction equation

HRID 403404 reaction equation
C([O:5][C:6](=[O:40])[CH2:7][CH2:8][CH2:9][S:10]([C:13]1[CH:18]=[C:17]([C:19]([F:22])([F:21])[F:20])[CH:16]=[C:15]([C:23](=[O:39])[N:24]([CH3:38])[C:25]2[C:30]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=3[CH3:37])=[CH:29][N:28]=[N:27][CH:26]=2)[CH:14]=1)(=[O:12])=[O:11])(C)(C)C.FC(F)(F)C(O)=O>>[CH3:38][N:24]([C:25]1[C:30]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=2[CH3:37])=[CH:29][N:28]=[N:27][CH:26]=1)[C:23]([C:15]1[CH:14]=[C:13]([S:10]([CH2:9][CH2:8][CH2:7][C:6]([OH:40])=[O:5])(=[O:11])=[O:12])[CH:18]=[C:17]([C:19]([F:22])([F:21])[F:20])[CH:16]=1)=[O:39]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 71766517HCID 71766517, compound

Product 1

HCID 71766518HCID 71766518, compound

Procedure

The title compound was prepared in analogy to example 10, from 4-{3-[methyl-(5-o-tolyl-pyridazin-4-yl)-carbamoyl]-5-trifluoromethyl-benzenesulfonyl}-butyric acid tert-butyl ester (example 16), adding another batch of trifluoroacetic acid after 3 hours (395 mg, 267 μL, 3.46 mmol) and stirring at room temperature for additional 64 hours. The product was further purified by a second chromatography using an MPLC (Flashmaster) system eluting with a gradient of CH2Cl2:methanol (100:0 to 90:10). Colorless oil (57%). MS (ESI+): m/z=522.13 ([M+H]+).

Workup

  1. customThe product was further purified by a second chromatography
  2. washeluting with a gradient of CH2Cl2:methanol (100:0 to 90:10)

Sources & evidence

ORD record
ord-5d560bd51e0245bb950224e4d49c851d
Source dataset
uspto-grants-2014_06
Patent number
US08748434B2

Reaction notes

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