HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-(4-aminocyclohexyl)methanesulfonamide → HCID 46896574, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-(4-aminocyclohexyl)methanesulfonamide | HCID 18348422 | — |
| Reactant | HCID 86660233 | HCID 86660233 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 46896574 | HCID 46896574 | 9.6% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture of 8-benzyloxy-3-(2-chloropyrimidin-4-yl)-imidazo[1,2-a]pyridine (0.1 g), N-(4-amino-cyclohexyl)-methanesulfonamide (0.2 g), and TEA (0.21 mL) in NMP (2 mL) was stirred at 100° C. overnight. The reaction mixture was cooled to RT, diluted with water, and the resulting solid filtered, washed with water, and dried. The product was purified by ISCO 2× using 100% DCM to 15% MeOH/DCM. Pure fractions were collected, concentrated, and titurated with EtOAc. The resulting solid was filtered and dried at 50° C. under vacuum overnight to provide N-{4-[4-(8-benzyloxy-imidazo[1,2-a]pyridin-3-yl)-pyrimidin-2-ylamino]-cyclohexyl}-methanesulfonamide (compound 7, 14 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08569306B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-551680803bd2427abbe18f943ae623de |
| Source note | uspto-grants-2013_10 |