HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Chlorophenol → HCID 10624176, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Chlorophenol | HCID 7933 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | 1-(4-Fluorophenyl)-4-hydroxymethyl-5-methyl-2-(4-methylsulfonylphenyl)pyrrole | HCID 10546382 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 10624176 | HCID 10624176 | 19.2% |
Reaction Steps
To a solution of 1-(4-fluorophenyl)-2-methyl-5-[4-(methylsulfonyl)phenyl]-1H-pyrrole-3-methanol (Example 21) (300 mg, 0.83 mmol), 3-chlorophenol (88 μl, 0.83 mmol), and triphenylphosphine (219 mg, 0.83 mmol) in THF (20 ml), diethyl azodicarboxylate (132 l, 0.83 mmol) was added. The mixture was stirred at room temperature for 48 hours. The solvent was removed under reduced pressure and the crude liquid (820 mg) was purified by chromatography (silica gel, hexane/ethyl acetate, 7/3) to give 3-[(3-chlorophenoxy)methyl]-1-(4-fluorophenyl)-2-methyl-5-[4-(methylsulfonyl)phenyl]-1H-pyrrole (75 mg, 19%): mp (DSC) 139° C. Anal Calc'd. for C25H21NSClFO3 : C, 63.89; H, 4.50; N, 2.98. Found: C, 63.85; H, 4.98; N, 2.76.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05935990 |
| Source dataset | uspto-grants-1999_08 |
| ORD ID | ord-4186e627ec5c4696be533e1af4cb5052 |
| Source note | uspto-grants-1999_08 |