HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 522909Generated: October 29, 2026
Diisopropylethylamine → 3-(4-(3-(4-chloro-2-fluorophenoxy)azetidin-1-yl)-1,3,5-triazin-2-ylamino)-N-methylbenzamide
https://huagongshe.com/reaction/522909
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-Amino-N-methylbenzamide | HCID 676526 | — |
| Reactant | 2-Chloro-4-(3-(4-chloro-2-fluorophenoxy)azetidin-1-yl)-1,3,5-triazine | HCID 86685256 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 3-(4-(3-(4-chloro-2-fluorophenoxy)azetidin-1-yl)-1,3,5-triazin-2-ylamino)-N-methylbenzamide | HCID 53371691 | 53% |
Reaction Steps
To a solution of 2-chloro-4-(3-(4-chloro-2-fluorophenoxy)azetidin-1-yl)-1,3,5-triazine (0.800 g, 2.54 mmol) in Isopropanol (8 mL) was added DIPEA (0.7 mL, 3.81 mmol) and 3-amino-N-methylbenzamide (0.382 g, 2.54 mmol) and the reaction mixture was stirred at 80° C. for 24 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. Purification by silica gel column chromatography to obtain 3-(4-(3-(4-chloro-2-fluorophenoxy)azetidin-1-yl)-1,3,5-triazin-2-ylamino)-N-methylbenzamide (0.527 g, 53%) as a solid. Observed mass (M+1): 428.9
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09334269B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-853735f6ddee47d6a849f5e942536827 |
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| Source note | uspto-grants-2016_05 |
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