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 | US07439246B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-c59f6427324644878b80b7bb4274bdac |
| Source note | uspto-grants-2008_10 |