HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → Ethyl {4-[5-({2-[(5-cyanopyridin-2-yl)amino]ethyl}amino)-7-(2,4-dichlorophenyl)[1,2,4]-triazolo[1,5-c]pyrimidin-2-yl]piperidin-1-yl}acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 58305987 | HCID 58305987 | — |
| Reactant | 6-[(2-Aminoethyl)amino]nicotinonitrile dihydrochloride | HCID 66911329 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | Ethyl {4-[5-({2-[(5-cyanopyridin-2-yl)amino]ethyl}amino)-7-(2,4-dichlorophenyl)[1,2,4]-triazolo[1,5-c]pyrimidin-2-yl]piperidin-1-yl}acetate | HCID 70252366 | — |
Reaction Conditions
| Temperature | 130 °C |
|---|
Reaction Steps
120 mg (0.23 mmol) of ethyl{4-[5-chloro-7-(2,4-dichlorophenyl)[1,2,4]triazolo[1,5-c]pyrimidin-2-yl]piperidin-1-yl}acetate (Example 55A), 54.9 mg (0.28 mmol) of 6-[(2-aminoethyl)amino]-pyridine-3-carbonitrile dihydrochloride (Example 2A) and 0.24 ml (1.38 mmol) of N,N-diisopropylethylamine were initially charged in 2.33 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), 113 mg (77% 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-b5925aaa75384a49ad817f9bb1110ef3 |
| Source note | uspto-grants-2013_05 |