Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2-Thiophenesulfonyl chloride | HCID 85518 | — |
| Reactant | 3,3,3-Trifluoro-2-(trifluoromethyl)-1-(hydroxymethyl)propylamine | HCID 45107971 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 11199101 | HCID 11199101 | — |
Reaction Steps
To a solution of 3,3,3-trifluoro-2-(trifluoromethyl)-1-(hydroxymethyl)propylamine (prepared according to the method of Example 28, Part A, 105 mg, 0.5 mmol) in CH2Cl2 (1 mL) was added pyridine (100 μL) and 2-thiophenesulfonyl chloride (90.5 mg, 0.5 mmol) in CH2Cl2 (1 mL). The solution was stirred for about 8 to about 16 h at 25° C. and then concentrated. EtOAc (1 mL) was added and the solution was washed with 1M HCl (1 mL), brine (1 mL), dried over Na2SO4 and concentrated. The crude solid was purified by the Biotage Flash™ 12 chromatography system, eluting with EtOAc/hexanes (2:3), to give thiophene-2-sulfonic acid (3,3,3-trifluoro-1-hydroxymethyl-2-trifluoromethyl-propyl)-amide (26.5 mg) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07858658B2 |
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| Source dataset | uspto-grants-2010_12 |
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| ORD ID | ord-d6728e2e9c6742458ac684f3ec13f287 |
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| Source note | uspto-grants-2010_12 |
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