HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,4-Dichloro-6-methyl-1,3,5-triazine → 2-Chloro-4-(3-(4-chloro-2-fluorophenoxy)azetidin-1-yl)-6-methyl-1,3,5-triazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,4-Dichloro-6-methyl-1,3,5-triazine | HCID 16083 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-(4-Chloro-2-fluorophenoxy)azetidine | HCID 24902394 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 2-Chloro-4-(3-(4-chloro-2-fluorophenoxy)azetidin-1-yl)-6-methyl-1,3,5-triazine | HCID 86685257 | 104% |
Reaction Steps
To a solution of 2,4-dichloro-6-methyl-1,3,5-triazine (0.800 g, 4.87 mmol) in isopropanol (15 mL) was added DIPEA (1.3 mL) and 3-(4-chloro-2-fluorophenoxy)azetidine (0.600 g, 2.92 mmol) and the reaction mixture was stirred at RT for 1 h. The mixture was concentrated under reduced pressure and extracted with EtOAc (2×40 mL). The organic extracts were washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to obtain 2-chloro-4-(3-(4-chloro-2-fluorophenoxy)azetidin-1-yl)-6-methyl-1,3,5-triazine (1.0 g) as a solid. Observed mass (M+1): 329. The crude material was taken to next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09334269B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-d6f9e5a6661943048b8e7d60458dab03 |
| Source note | uspto-grants-2016_05 |