Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 3-Aminocyclohexanol | HCID 11240459 | — |
| Reactant | HCID 25212520 | HCID 25212520 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 67535794 | HCID 67535794 | — |
Reaction Steps
The title compound was prepared following procedure and work up described for example 118, but starting from N-[5-chloro-7-(trifluoromethyl)[1,2,4]triazolo[1,5-a]pyridin-2-yl]nicotinamide ((B7), 50.0 mg; 0.14 mmol; 1.00 eq) and 3-aminocyclohexanol (Betapharma, 84 mg; 0.73 mmol; 5.00 eq), heated at 120° C. HCl (1.5 M) in MeOH (2 mL) was added to the solid residue and the salt was precipitated by addition of Et2O, filtered and dried under vacuum, purified by Mass Directed AutoPrep and lyophilized to give the title compound as a mixture of cis:trans isomers as a white solid (11 mg, 18%). HPLC, Rt: 1.72 min. (purity 48.9%, isomer A), 1.87 min. (purity 46.6%, isomer B). LC/MS, M+(ESI): 420.9, M−(ESI): 418.9.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08263595B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-0874c5d6863941f8a1043ee3520b2407 |
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| Source note | uspto-grants-2012_09 |
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