HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 6-[(2-{[2-(1-Cyclopropylpiperidin-4-yl)-7-(2,4-dichlorophenyl)[1,2,4]triazolo[1,5-c]pyrimidin-5-yl]-amino}ethyl)amino]pyridine-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 6-[(2-Aminoethyl)amino]nicotinonitrile dihydrochloride | HCID 66911329 | — |
| Reactant | HCID 86654417 | HCID 86654417 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 6-[(2-{[2-(1-Cyclopropylpiperidin-4-yl)-7-(2,4-dichlorophenyl)[1,2,4]triazolo[1,5-c]pyrimidin-5-yl]-amino}ethyl)amino]pyridine-3-carbonitrile | HCID 44481135 | — |
Reaction Conditions
| Temperature | 130 °C |
|---|
Reaction Steps
21 mg (0.10 mmol) of 5-chloro-7-(2,4-dichlorophenyl)-2-(1-cyclopropylpiperidin-4-yl)[1,2,4]-triazolo[1,5-c]pyrimidine hydrochloride (Example 45A), 40 mg (0.10 mmol) of 6-[(2-aminoethyl)-amino]pyridin-3-carbonitrile hydrochloride (Example 2A) and 0.10 ml (0.57 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 (62% 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-e4805cab33a84c12a7308c2f79d3743a |
| Source note | uspto-grants-2013_05 |