Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Aminocyclohexanol | HCID 81293 | — |
| Reactant | HCID 86660234 | HCID 86660234 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 46896670 | HCID 46896670 | 54.7% |
Reaction Steps
A mixture of 3-(2-chloropyrimidin-4-yl)-imidazo[1,2-a]pyridine (30 mg) and 4-amino-cyclohexanol (45 mg) in NMP (1 mL) was stirred at 105° C. for 5 h. The reaction mixture was then cooled to RT and titurated with water. The resulting solid was filtered, washed with water and dried. The product was purified by ISCO using 100% DCM to 15% MeOH/DCM, and the pure fractions combined, concentrated, and titurated with EtOAc. The resulting solid was filtered and dried at 50° C. under vacuum overnight to provide 4-(4-imidazo[1,2-a]pyridin-3-yl-pyrimidin-2-ylamino)-cyclohexanol (compound 11, 22 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08569306B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-6a12cdc7d19847beb7387ad5073ec7a1 |
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| Source note | uspto-grants-2013_10 |
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