HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Aminopyridine → HCID 58154773, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Aminopyridine | HCID 10009 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | HCID 11033099 | HCID 11033099 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58154773 | HCID 58154773 | 65% |
Reaction Steps
A mixture of 2-chloro-3-(trifluoromethyl)quinoline-8-carboxylic acid (165 mg, 0.60 mmol), 3-aminopyridine (73 mg, 0.78 mmol), HATU (365 mg, 0.96 mmol), DIPEA (312 mg, 2.4 mmol) in CH2Cl2 (4 ml) was stirred at room temperature under N2 overnight. The reaction mixture was washed with water (5 mL) and brine (3×5 mL). The organic solution was dried, concentrated, and purified by silica gel column chromatography (25% ethyl acetate in pentane to give 2-chloro-N-(pyridin-3-yl)-3-(trifluoromethyl)quinoline-8-carboxamide as a white solid. (36 mg 65% yield.)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08685970B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-a1b8b3835cb74d6ab106e03b23445f8b |
| Source note | uspto-grants-2014_04 |