Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Selectfluor | HCID 2724933 | — |
| Reactant | HCID 178521010 | HCID 178521010 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178521028 | HCID 178521028 | — |
Reaction Steps
(R)-(1-(2-(2-Cyclopropylpyrimidin-4-yl)-3H-imidazo[4,5-b]pyridin-5-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone (Example 95, 100 mg, 0.2 mmol) was dissolved in N,N-dimethylformamide. The solution was cooled to 0° C. and Selectfluor (87 mg, 0.2 mmol) was added. The reaction mixture was stirred at 0° C. for 30 min and then at room temperature for 18 h. The reaction mixture was partitioned between ethyl acetate and water. The organics were washed with brine, dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was purified via HPLC to afford the title compound. MS (ESI+) (M+H) 436.2; HPLC retention time 2.72 min (Method A).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09296745B2 |
|---|
| Source dataset | uspto-grants-2016_03 |
|---|
| ORD ID | ord-ecc0801b6c384dbab85565ac554a30e1 |
|---|
| Source note | uspto-grants-2016_03 |
|---|