HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → N-(4-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)-5-(piperidin-1-yl)thiazol-2-yl)pyridin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 86658556 | HCID 86658556 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-(4-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)-5-(piperidin-1-yl)thiazol-2-yl)pyridin-2-amine | HCID 86658557 | 26.9% |
Reaction Steps
According to Scheme 5 Step 2: A solution of N-(4-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)-5-bromothiazol-2-yl)pyridin-2-amine (2.16 mmol, 1.00 g), piperidine (8.64 mmol, 0.89 mL) and Et3N (12.9 mmol, 1.81 mL) in DMF (10 mL) was microwaved for 30 minutes at 150° C. The reaction mixture was diluted with AcOEt and water. The aqueous phase was extracted with AcOEt. The organic phase was dried over Na2SO4, was filtered and was concentrated to yield N-(4-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)-5-(piperidin-1-yl)thiazol-2-yl)pyridin-2-amine (0.58 mmol, 263 mg, 26%) as a beige solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073907B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-84d4bfcd3eb549028eb1c63e5f251df1 |
| Source note | uspto-grants-2015_07 |