Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethanesulfonylchloride, 2-chloro- | HCID 15385 | — |
| Reactant | 3-(4-Phenoxyphenyl)pyridin-2-amine | HCID 65551209 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | Tak-137 | HCID 56649286 | 85.7% |
Reaction Steps
A solution of 3-(4-phenoxyphenyl)pyridin-2-amine (301 mg) in N,N-dimethylacetoamide (3 mL) was added dropwise to 2-chloroethanesulfonyl chloride (382 mg) and additional N,N-dimethylacetoamide (2 mL) was used to complete the addition of above solution. After being stirred at 60° C. for 4 hr, the mixture was cooled to room temperature. Water (10 mL) was added dropwise to the reaction mixture and the whole was stirred at room temperature for 0.5 hr. The precipitate was collected by filtration, washed with water (10 mL) and THF (3 mL), and dried in vacuo at 60° C. to give the title compound (346.7 mg) as an off-white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08778934B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-1b37c369cced4e3ab04e28b5903308ea |
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| Source note | uspto-grants-2014_07 |
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