HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2174292Generated: October 30, 2026
3-Ethoxy-2-propenenitrile → 2-(1-(2-fluorobenzyl)-5-(thiazol-2-yl)-1H-1,2,4-triazol-3-yl)pyrimidin-4-amine
https://huagongshe.com/reaction/2174292
Participants
| Role | Name | HCID | Charge |
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| Reactant | 3-Ethoxy-2-propenenitrile | HCID 43601 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | MeOH ACN DCM | HCID 22226298 | — |
| Reactant | 1-(2-fluorobenzyl)-5-(thiazol-2-yl)-1H-1,2,4-triazole-3-carboximidamide | HCID 69094296 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 2-(1-(2-fluorobenzyl)-5-(thiazol-2-yl)-1H-1,2,4-triazol-3-yl)pyrimidin-4-amine | HCID 69094086 | — |
Reaction Steps
To 1-(2-fluorobenzyl)-5-(thiazol-2-yl)-1H-1,2,4-triazole-3-carboximidamide (Intermediate-6, 0.33 mmol) was added a stock solution of 3-ethoxyacrylonitrile (3 equiv) and DBU (1 equiv) in pyridine (3 mL). The reaction was warmed to 110° C. and stirred for 46 h. The reaction mixture was conc. and purified using SiO2 chromatography and an appropriate gradient (CH3CN/MeOH/CH2Cl2) to afford 2-(1-(2-fluorobenzyl)-5-(thiazol-2-yl)-1H-1,2,4-triazol-3-yl)pyrimidin-4-amine (I-48) as a light tan solid (78% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09061030B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-a8e17d6c869f4ac0bc21c55383ac4360 |
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| Source note | uspto-grants-2015_06 |
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