Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylamine | HCID 7912 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | (5-bromo-2-chloro-pyrimidin-4-yl)-(S)-piperidin-3-yl-amine | HCID 86651828 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86651827 | HCID 86651827 | 68.9% |
Reaction Steps
A solution of (5-bromo-2-chloro-pyrimidin-4-yl)-(S)-piperidin-3-yl-amine (3.5 g, 12.2 mmol) and diisopropylamine (6 g, 46 mmol) in dichloromethane was cooled to 5° C. and treated with methansulfonyl chloride (2.1 g, 18 mmole). After stirring at 20° C. for 2 hours, the reaction was concentrated purified by silica gel chromatography to give 3.1 g (43% from step 1) of (5-Bromo-2-chloro-pyrimidin-4-yl)-((S)-3-methanesulfonyl-cyclohexyl)-amine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08618103B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-d352f5c09ad34e8a863e50bf5c600b70 |
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| Source note | uspto-grants-2013_12 |
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