HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → Ethyl 5-({2-[(5-cyanopyridin-2-yl)amino]ethyl}amino)-7-[4-(trifluoromethyl)phenyl][1,2,4]-triazolo[1,5-c]pyrimidine-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 59313005 | HCID 59313005 | — |
| Reactant | 6-[(2-Aminoethyl)amino]nicotinonitrile trifluoroacetate | HCID 68709665 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | Ethyl 5-({2-[(5-cyanopyridin-2-yl)amino]ethyl}amino)-7-[4-(trifluoromethyl)phenyl][1,2,4]-triazolo[1,5-c]pyrimidine-2-carboxylate | HCID 59313130 | — |
Reaction Steps
200 mg (0.52 mmol) of ethyl 5-chloro-7-(4-trifluoromethylphenyl)[1,2,4]triazolo[1,5-c]pyrimidine-2-carboxylate (Example 149A) and 123 mg (0.62 mmol) of 6-[(2-aminoethyl)amino]pyridine-3-carbonitrile (Example 13A) are introduced into DMSO (2 ml), 0.54 ml (3.1 mmol) of DIEA is added, and the reaction solution is irradiated in a microwave reactor at 90° C. for 30 min. The reaction mixture is purified by preparative HPLC. 98 mg (38% of theory) of the product are obtained as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09051323B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-55cc2ba5baab4426a2ab7d43c92cca1a |
| Source note | uspto-grants-2015_06 |