HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-(3,4-dimethoxybenzyl)-4-iodo-6-(trifluoromethyl)pyridin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chloro-4-iodo-6-(trifluoromethyl)pyridine | HCID 10859785 | — |
| Reactant | N-(3,4-Dimethoxyphenyl)formamide | HCID 15534909 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | N-(3,4-dimethoxybenzyl)-4-iodo-6-(trifluoromethyl)pyridin-2-amine | HCID 69047366 | 36% |
Reaction Steps
A solution of 2-chloro-4-iodo-6-(trifluoromethyl)pyridine (1.0 equiv.), (3,4-dimethoxyphenyl)methanamide (5.0 equiv.), and Et3N (5.0 equiv.) in NMP (0.7M) was microwaved to 100° C. for 10 min. The solution was directly purified via reverse phase HPLC, the pure fractions were neutralized with solid NaHCO3, extracted with EtOAc, dried with MgSO4, and concentrated to give N-(3,4-dimethoxybenzyl)-4-iodo-6-(trifluoromethyl)pyridin-2-amine in 36% yield. LCMS (m/z): 347.1 (MH+); LC Rt=3.96 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08822497B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-9d2b526ee3c94aabbfcba7cb1984396f |
| Source note | uspto-grants-2014_09 |