HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 1-(3-Fluoro-4-hydroxyphenyl)-3-(2-(4-fluorophenyl)acetyl)thiourea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Phenol, 4-amino-2-fluoro- | HCID 2735918 | — |
| Reactant | 1-(3-Fluoro-4-(6-methoxy-5-methylpyrrolo[2,1-f][1,2,4]triazin-4-yloxy)phenyl)-3-(2-(4-fluorophenyl)acetyl)thiourea | HCID 11627186 | — |
| Reactant | 2-(4-Fluorophenyl)-1-thiocyanatoethanone | HCID 21081546 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(3-Fluoro-4-hydroxyphenyl)-3-(2-(4-fluorophenyl)acetyl)thiourea | HCID 21081495 | 95% |
Reaction Steps
To a solution of 4-amino-2-fluorophenol (50 mg, 0.3 mmol, Indofine Chemical Co.) in CH2Cl2 (5 mL) was added a 0.25 M solution of 2-(4-fluorophenyl)-1-thiocyanatoethanone (prepared using a similar procedure for the synthesis of Compound A of Example 2) in EtOAc (1.6 mL, 0.4 mmol). The reaction was stirred at room temperature for 20 minutes, concentrated in vacuo and purified by silica gel flash chromatography (eluted with 1–25% EtOAc/CH2Cl2) to give the title compound (100 mg, 95%) 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-136b669c08d84bff8d58a9aded2b89e0 |
| Source note | uspto-grants-2007_02 |