HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 6-[(2-{[7-(2,4-Dichlorophenyl)-2-(1-methylpiperidin-4-yl)[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 86654420 | HCID 86654420 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 6-[(2-{[7-(2,4-Dichlorophenyl)-2-(1-methylpiperidin-4-yl)[1,2,4]triazolo[1,5-c]pyrimidin-5-yl]-amino}ethyl)amino]pyridine-3-carbonitrile | HCID 67229579 | — |
Reaction Conditions
| Temperature | 130 °C |
|---|
Reaction Steps
50 mg (0.13 mmol) of 5-chloro-7-(2,4-dichlorophenyl)-2-(1-methylpiperidin-4-yl)[1,2,4]triazolo-[1,5-c]pyrimidine hydrochloride (Example 49A), 30 mg (0.15 mmol) of 6-[(2-aminoethyl)amino]pyridin-3-carbonitrile hydrochloride (Example 2A) and 0.13 ml (0.76 mmol) of N,N-diisopropylethylamine were initially charged in 1.5 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), 25 mg (37% 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-7b711339f85c49c5867d777422789ded |
| Source note | uspto-grants-2013_05 |