HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylamine → HCID 178462128, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 178462127 | HCID 178462127 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 178462128 | HCID 178462128 | 84.3% |
Reaction Steps
Trans-4-(5-Bromo-6-chloro-pyridine-3-sulfonylamino)-cyclohexanecarboxylic acid [(R)-1-(4-fluoro-phenyl)-ethyl]-amide (Example 241, 300 mg, 0.580 mmol) was dissolved in NMP (3 ml). DIPEA (202 ul, 1.16 mmol) was added followed by dimethylamine in THF (2M, 0.87 ml, 1.74 mmol). The reaction mixture was microwaved at 160° C. for 15 min., after which LCMS indicated that the reaction was complete. The mixture was diluted with EtOAc and washed H2O. The organic layer was concentrated in vacuo and purified via column chromatography using a biotage SP1, 12+M column, with 50% EtOAc in heptane as calculated gradient to yield the title compound as a white solid (258 mg, 84%). MS MH+ 529.9
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394858B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-fb058a99a5c440baa24e2e594e37fe23 |
| Source note | uspto-grants-2013_03 |