HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → N-(4-tert-butyl-benzyl)-2,5-dichloro-N-[2-(3,4-dichloro-phenyl)-ethyl]-nicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | 2,5-Dichloropyridine-3-carboxylic acid | HCID 2736085 | — |
| Reactant | (4-Tert-butylbenzyl)-[2-(3,4-dichloro-phenyl)-ethyl]-amine | HCID 68563688 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(4-tert-butyl-benzyl)-2,5-dichloro-N-[2-(3,4-dichloro-phenyl)-ethyl]-nicotinamide | HCID 24738250 | 95.6% |
Reaction Steps
A solution of 2,5-dichloronicotinic acid (300 mg, 1.56 mmol), (4-tert-butyl-benzyl)-[2-(3,4-dichloro-phenyl)-ethyl]-amine (578 mg, 1.72 mmol), 4-methylmorpholine (474 mg, 7.81 mmol), and HBTU (889 mg, 2.34 mmol) in DMF (9 mL) was stirred at RT for 16 h, then partitioned between heptane, ethyl acetate and water. The organic layer was washed with brine, dried (MgSO4), and evaporated. Chromatography (SiO2, heptane-ethyl acetate gradient) afforded the title compound (761 mg, 95%). White foam, MS (ISP) 509.0 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07678818B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-0da23c2f69f14ec7a591012551aae49a |
| Source note | uspto-grants-2010_03 |