Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-(Chlorosulfonyl)benzoic acid | HCID 82385 | — |
| Reactant | 3-Chloro-4-[2-(2-chloro-pyridin-4-yl)-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl]-phenol | HCID 57421264 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 46941000 | HCID 46941000 | 99.9% |
Reaction Steps
3-Chloro-4-[2-(2-chloro-pyridin-4-yl)-3,3,3-trifluoro-2-hydroxy-1-methyl-propyl]-phenol (Example 19, step 5, 183 mg, 0.5 mmol) in dichloromethane (8 ml) was treated with triethyl amine (116 ml, 1.15 mmol) and cooled down to 0° C. To the cooled solution, 4-(chlorosulfonyl)benzoic acid (132 mg, 0.6 mmol) was added in three portions (10 min). The reaction mixture was stirred at 0° C. for 15 min. and 2 h at r.t., followed by dilution with dichloromethane (8 ml). The reaction mixture was extracted with 1M aq HCl, the organic phase was washed twice with water and brine, dried over MgSO4, filtered and concentrated. The solid residue was dried under high vacuum to give the title compound (275 mg) as a white solid. MS (m/e)=550.1 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08138189B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-54deebb7daab4130bc87709d54a0385c |
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| Source note | uspto-grants-2012_03 |
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