HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloroethyl isocyanate → N1-Cyclopropyl-5-((2-(((2-chloroethylamino)carbonyl)amino)-4-pyridyl)oxy)-1H-1-indolecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloroethyl isocyanate | HCID 16035 | — |
| Reactant | N1-cyclopropyl-5-((2-amino-4-pyridyl)oxy)-1H-1-indolecarboxamide | HCID 21949236 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N1-Cyclopropyl-5-((2-(((2-chloroethylamino)carbonyl)amino)-4-pyridyl)oxy)-1H-1-indolecarboxamide | HCID 21949416 | 52.2% |
Reaction Steps
N1-cyclopropyl-5-[(2-amino-4-pyridyl)oxy]-1H-1-indolecarboxamide (400 mg), 2-chloroethyl isocyanate (150 mg) and tetrahydrofuran (5 ml) were stirred at 80° C. for 1.5 hours. The mixture was returned to room temperature, silica gel was added, and the solvent was distilled off under reduced pressure. The silica gel was charged into a dry column packed with silica gel, and purification was performed by column chromatography (hexane:ethyl acetate=1:1, followed by ethyl acetate) to obtain 280 mg of a colorless powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07612092B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-38ac593f24454bef94e7fdf2f2017c18 |
| Source note | uspto-grants-2009_11 |