HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → HCID 178482620, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | 1-(5-Bromopyridin-2-yl)-2,2,2-trifluoroethan-1-one | HCID 67295211 | — |
| Catalyst | Titanium tetraethoxide | HCID 76524 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 178482620 | HCID 178482620 | — |
Reaction Steps
To a stirred solution of 1-(5-Bromo-pyridin-2-yl)-2,2,2-trifluoro-ethanone (1.0 g, 3.93 mol) and methylamine (20 ml, tetrahydrofuran solution) is added titanium ethoxide (0.987 g, 4.33 mmole) at 0° C. then stirred at room temperature for 2 hours. Reaction mixture is diluted with saturated sodium bicarbonate solution and extracted with ethyl acetate. Organic layer is dried over sodium sulphate, concentrated and purified by column chromatography eluting in 20% ethyl acetate in hexane to give the title compound (0.10 g). 1H-NMR (400 MHz, DMSO) δ: 3.25-3.26 (m, 3H), 7.85-7.90 (m, 2H), 8.49 (s, 1H). LC-MS (m/z): [M+H]=266.8.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09428528B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-66acb0177b6c4fa3b69cab2ce5d3cb96 |
| Source note | uspto-grants-2016_08 |