Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Aminothiazole | HCID 2155 | — |
| 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 50990505 | HCID 50990505 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58154783 | HCID 58154783 | 79.1% |
Reaction Steps
A mixture of 2-(2-chloropyridin-4-yl)quinoline-8-carboxylic acid (285 mg, 1.0 mmol), thiazol-2-amine (100 mg, 1.0 mmol), HATU (760 mg, 2.0 mmol) and DIPEA (258 mg, 2.0 mmol) in DMF (10 mL) was stirred at 50° C. for 10 hours. The mixture was cooled to room temperature and water (20 mL) was added. The mixture was extracted with ethyl acetate (3×25 mL), and the organic layer was dried over anhydrous Na2SO4, concentrated in vacuo and purified by chromatography on silica gel (5% Methanol in CH2Cl2) to give 2-(2-chloropyridin-4-yl)-N-(thiazol-2-yl)quinoline-8-carboxamide (290 mg, 79% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08685970B2 |
|---|
| Source dataset | uspto-grants-2014_04 |
|---|
| ORD ID | ord-f79082c93cf4495cb8a4f27fb271ff8e |
|---|
| Source note | uspto-grants-2014_04 |
|---|
