HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 6-{[2-({2-[1-(Cyclopropylmethyl)piperidin-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 | HCID 58305976 | HCID 58305976 | — |
| Reactant | 6-[(2-Aminoethyl)amino]nicotinonitrile dihydrochloride | HCID 66911329 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 6-{[2-({2-[1-(Cyclopropylmethyl)piperidin-4-yl]-7-(2,4-dichlorophenyl)[1,2,4]triazolo[1,5-c]-pyrimidin-5-yl}amino)ethyl]amino}pyridine-3-carbonitrile | HCID 67229781 | — |
Reaction Conditions
| Temperature | 130 °C |
|---|
Reaction Steps
50 mg (0.10 mmol) of 5-chloro-2-[1-(cyclopropylmethyl)piperidin-4-yl]-7-(2,4-dichlorophenyl)-[1,2,4]triazolo[1,5-c]pyrimidine (Example 47A), 25 mg (0.12 mmol) of 6-[(2-aminoethyl)amino]-pyridin-3-carbonitrile hydrochloride (Example 2A) and 0.110 ml (0.6 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), 22 mg (38% 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-3f37d99a412a4efa967a042fba1b6781 |
| Source note | uspto-grants-2013_05 |