HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 1-{2-Amino-6-[(1-{7-(2-chloro-4-fluorophenyl)-2-[1-(propan-2-yl)piperidin-4-yl][1,2,4]-triazolo[1,5-c]pyrimidin-5-yl}piperidin-3-yl)amino]pyridin-3-yl}-2,2,2-trifluoroethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-[2-Amino-6-(piperidin-3-ylamino)pyridin-3-yl]-2,2,2-trifluoroethanone hydrochloride | HCID 67060298 | — |
| Reactant | 5-Chloro-7-(2-chloro-4-fluorophenyl)-2-[1-(propan-2-yl)piperidin-4-yl][1,2,4]triazolo[1,5-c]pyrimidine hydrochloride | HCID 86654414 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 1-{2-Amino-6-[(1-{7-(2-chloro-4-fluorophenyl)-2-[1-(propan-2-yl)piperidin-4-yl][1,2,4]-triazolo[1,5-c]pyrimidin-5-yl}piperidin-3-yl)amino]pyridin-3-yl}-2,2,2-trifluoroethanone | HCID 44471688 | — |
Reaction Conditions
| Temperature | 130 °C |
|---|
Reaction Steps
80 mg (0.17 mmol) of 5-chloro-7-(2-chloro-4-fluorophenyl)-2-[1-(propan-2-yl)piperidin-4-yl][1,2,4]triazolo[1,5-c]pyrimidine hydrochloride, 64.9 mg (0.2 mmol) of 1-[2-amino-6-(piperidin-3-ylamino)pyridin-3-yl]-2,2,2-trifluoroethanone hydrochloride (Example 22A) and 0.17 ml (0.99 mmol) of N,N-diisopropylethylamine were initially charged in 1 ml of DMSO. The mixture was heated in the microwave at 130° C. for 30 min. This gave, after purification of the crude product by preparative HPLC (Method 11), 32 mg (28% of theory) of the product as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08436003B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-65b2bd8f994145e2902fee8f9689c532 |
| Source note | uspto-grants-2013_05 |