HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl isocyanate → 4-(2-Fluoro-4-nitrophenoxy)-5-methylpyrrolo[2,1-f][1,2,4]triazin-6-yl ethylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl isocyanate | HCID 8022 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-(2-Fluoro-4-nitrophenoxy)-5-methylpyrrolo[2,1-f][1,2,4]triazin-6-ol | HCID 21081646 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(2-Fluoro-4-nitrophenoxy)-5-methylpyrrolo[2,1-f][1,2,4]triazin-6-yl ethylcarbamate | HCID 21081647 | 32% |
Reaction Steps
To a mixture of 4-(2-fluoro-4-nitrophenoxy)-5-methylpyrrolo[2,1-f][1,2,4]triazin-6-ol (25 mg, 0.082 mmol, Compound F of Example 1), DIEA (0.017 mL, 0.1 mmol) in CH2Cl2 (5 mL) was added ethyl isocyanate (0.078 mL, 0.1 mL) and stirred at room temperature for 2 h. The reaction was quenched with water (5 mL). The organic layer was separated, dried and concentrated in vacuo. The mixture was purified by flash chromatography (1–5% Methanol/CH2Cl2) to give the title compound (12.5 mg, 32%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07173031B2 |
| Source dataset | uspto-grants-2007_02 |
| ORD ID | ord-ef706005b7ee43d0a0a0a1fb25593011 |
| Source note | uspto-grants-2007_02 |