HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidin-4-ol → HCID 46896573, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidin-4-ol | HCID 79341 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | HCID 46896668 | HCID 46896668 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 46896573 | HCID 46896573 | 95% |
Reaction Steps
A mixture of 4-[4-(8-benzyloxy-imidazo[1,2-a]pyridine-3-yl)-pyrimidin-2-ylamino]-cyclohexanecarboxylic acid ethyl ester (0.23 g) in DMF (10 mL) was treated with BOP (79 mg), then DIEA (0.345 g), then piperidin-4-ol (79 mg), and the mixture stirred at RT for 5 h. The reaction mixture was then diluted with water, and the resulting solid filtered, washed with water, and dried. The solid was then dissolved in hot EtOAc, MeOH, and DCM, and the solution filtered hot. The product was dried at 50° C. under vacuum overnight to provide {4-[4-(8-benzyloxy-imidazo[1,2-a]pyridin-3-yl)-pyrimidin-2-ylamino]-cyclohexyl}-(4-hydroxy-piperidin-1-yl)-methanone (compound 6, 244 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08569306B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-184cc23c4a6e481aaa50f1d50ba341c2 |
| Source note | uspto-grants-2013_10 |