HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,4-Dichloro-6-methoxy-3,5-triazine → 4-Chloro-6-methoxy-N-{2-[4-(trifluoromethoxy)phenyl]ethyl}-1,3,5-triazin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,4-Dichloro-6-methoxy-3,5-triazine | HCID 19267 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-[4-(Trifluoromethoxy)phenyl]ethan-1-amine | HCID 10632040 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-Chloro-6-methoxy-N-{2-[4-(trifluoromethoxy)phenyl]ethyl}-1,3,5-triazin-2-amine | HCID 89619619 | 90.5% |
Reaction Steps
A solution of 5 g of 2,4-dichloro-6-methoxy-1,3,5-triazine in 50 ml of acetonitrile is cooled on an ice bath, 3.55 ml of DIPEA and then 5.13 g of 2-[4-(trifluoromethoxy)phenyl]ethanamine are added and the mixture is stirred for 30 minutes. The reaction mixture is partially concentrated under vacuum, an EtOAc/water mixture is added, the phases are separated by settling, the organic phase is washed with saturated NaCl solution and dried over MgSO4, and the solvent is evaporated off under vacuum. The precipitate formed during the evaporation is drained by suction, washed with EtOAc and dried. 7.89 g of the expected compound are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09115121B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-db652a6b705346deb2812c9a881d2ec1 |
| Source note | uspto-grants-2015_08 |