Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Pyridinemethanamine | HCID 31018 | — |
| Reactant | N-(2,4-dimethylphenyl)-N-isobutyl-4-(oxiran-2-yl)benzenesulfonamide | HCID 86731600 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-Pyridinemethanamine | HCID 31018 | 200% |
| Product | N-(2,4-dimethylphenyl)-4-(1-hydroxy-2-((pyridin-3-ylmethyl)amino)ethyl)-N-isobutylbenzenesulfonamide | HCID 71543689 | — |
Reaction Steps
A solution of pyridin-3-ylmethanamine (10.38 mg, 0.096 mmol) in ethanol (0.25 mL) was prepared in a 4 mL reaction vial and triethylamine (0.027 mL, 0.192 mmol) added. A solution of N-(2,4-dimethylphenyl)-N-isobutyl-4-(oxiran-2-yl)benzenesulfonamide (28.8 mg, 0.08 mmol) in ethanol (0.75 mL) was then added and the reaction heated at 40° C. overnight. After this time, further pyridin-3-ylmethanamine (10.38 mg, 0.096 mmol) was added and the reaction heated at 50° C. for an additional 2 hours. The reaction mixture was then concentrated under a stream of nitrogen and the crude mixture purified by high-pH MDAP to give the required product, 10.6 mg. LCMS (M+1) 468, RT 1.24 mins.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09150508B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-62f5d19c99b143cba361f330451ee4ae |
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| Source note | uspto-grants-2015_10 |
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