Synthesis of SR1001 Compound

Synthesis of SR1001 (N-(5-(N-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl)sulfamoyl)-4-methylthiazol-2-yl)acetamide). A solution of 2-(4-aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (0.88 g, 3.4 mmol), 2-acetamido-4-methylthiazole-5-sulfonyl chloride (0.79 g, 3.1 mmol) in acetone (15 mL) and 2,6-lutidine (0.73 mL, 6.2 mmol) was warmed to 60°C for 18 h. The reaction was judged complete by analytical HPLC (starting materials consumed).

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Solt L.A., Kumar N., Nuhant P., Wang Y., Lauer J.L., Liu J., Istrate M.A., Kamenecka T.M., Roush W.R., Vidović D., Schürer S.C., Xu J., Wagoner G., Drew P.D., Griffin P.R, & Burris T.P. (2011). Suppression of TH17 Differentiation and Autoimmunity by a Synthetic ROR Ligand. Nature, 472(7344), 491-494.

Publication 2011

Acetamide Acetone Hplc Sr1001 Sulfonyl chloride Synthesis

Corresponding Organization :

Other organizations : Scripps Research Institute, University of Miami, University of Arkansas for Medical Sciences

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Protocol cited in 13 other protocols

Variable analysis

independent variables

2-(4-aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (0.88 g, 3.4 mmol)
2-acetamido-4-methylthiazole-5-sulfonyl chloride (0.79 g, 3.1 mmol)
Acetone (15 mL)
2,6-lutidine (0.73 mL, 6.2 mmol)

dependent variables

Synthesis of SR1001 (N-(5-(N-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl)sulfamoyl)-4-methylthiazol-2-yl)acetamide)

control variables

Reaction temperature (60°C)
Reaction time (18 h)

controls

Positive control: Not specified.
Negative control: Not specified.

Annotations

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