Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2,6-Dichloro-3-pyridylamine | HCID 112846 | — |
| Reactant | Sodium Bisulfate | HCID 516919 | — |
| Reactant | 3,5-Dimethyl-4-methoxybenzoyl chloride | HCID 21435383 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86675960 | HCID 86675960 | — |
Reaction Steps
With ice cooling, a solution of 2.7 ml of absolute pyridine in 5 ml of dry dichloromethane was initially added dropwise to a solution of 5.00 g of 2,6-dichloropyridin-3-ylamine in 50 ml of dry dichloromethane. 6.70 g of 4-methoxy-3,5-dimethylbenzoyl chloride, dissolved in 15 ml of dry dichloromethane, were then added, and the reaction was stirred at 0° C. for 1 h and then at room temperature for 16 h. 10% strength aqueous sodium bisulfate solution was then added, and the mixture was stirred for 15 minutes. The phases were then separated, and the aqueous phase was extracted twice with dichloromethane. The collected organic phases were dried over sodium sulfate, filtered and concentrated under reduced pressure. This gave 10.00 g (100%) of the product, which was used for the next step without any further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08580816B2 |
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| Source dataset | uspto-grants-2013_11 |
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| ORD ID | ord-322da7ead7764df2b7c10c82cd58ac08 |
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| Source note | uspto-grants-2013_11 |
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