HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86645341, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3-Fluorobenzylamine | HCID 66853 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 86645342 | HCID 86645342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 86645341 | HCID 86645341 | 97% |
Reaction Steps
A solution of 15.6 g (50.6 mmol) 2-chloro-4-methyl-7-(trifluoromethyl)quinoline-3-carboxylic acid chloride in 1,4-dioxane (85 ml) was added in drops to a solution of 7.6 g (60.8 mmol) 3-fluorobenzylamine and 10.3 ml (60.8 mmol) DIPEA in 1,4-dioxane (87 ml). The RS was subsequently stirred for 60 min at RT. Dilution was then carried out with water and EtOAc. The organic phase was separated, washed with a 4N aq. NH4Cl sol. and brine, dried over MgSO4 and concentrated in a vacuum. 19.4 g (48.9 mmol, 97%) 2-chloro-N-(3-fluorobenzyl)-4-methyl-7-(trifluoromethyl)quinoline-3-carboxylic acid amide was obtained as a residue. The raw product was further converted without additional purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08470852B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-24e2dd8a6a404c449efecefe7c3f77d9 |
| Source note | uspto-grants-2013_06 |