HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 6-{[2-({7-(2-Chloro-4-fluorophenyl)-2-[1-(propan-2-yl)piperidin-4-yl][1,2,4]triazolo[1,5-c]-pyrimidin-5-yl}amino)ethyl]amino}pyridine-3-carbonitrile hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 6-[(2-Aminoethyl)amino]nicotinonitrile dihydrochloride | HCID 66911329 | — |
| 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 | 6-{[2-({7-(2-Chloro-4-fluorophenyl)-2-[1-(propan-2-yl)piperidin-4-yl][1,2,4]triazolo[1,5-c]-pyrimidin-5-yl}amino)ethyl]amino}pyridine-3-carbonitrile hydrochloride | HCID 44480623 | — |
Reaction Conditions
| Temperature | 130 °C |
|---|
Reaction Steps
55 mg (0.11 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 (Example 52A), 27.3 mg (0.14 mmol) of 6-[(2-aminoethyl)amino]pyridine-3-carbonitrile hydrochloride (Example 2A) and 0.12 ml (0.69 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), 28 mg (43% 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-d0052190242d44b9bd186358ae062098 |
| Source note | uspto-grants-2013_05 |