HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 18363911, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Hydroxyphenylboronic acid | HCID 2734360 | — |
| Reactant | (3Z)-5-fluoro-4-iodo-3-[(3-methoxy-1H-pyrrol-2-yl)methylidene]-2,3-dihydro-1H-indol-2-one | HCID 18363902 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 18363911 | HCID 18363911 | — |
Reaction Steps
A solution of (Z)-1,3-dihydro-5-fluoro-4-iodo-3-[(3-methoxy-1H-pyrrol-2-yl)methylene]-2H-indol-2-one (100 mg, 0.26 mmol) (Starting Material 13), 2M aqueous Na2CO3 solution (0.26 mL), (Ph3P)2PdCl2 (21.2 mg, 0.026 mmol) and 4-hydroxyphenylboronic acid (53.9 mg, 0.39 mmol) in 1,2-dimethoxyethane (10 mL) was heated at 104° C. for 4 days. The reaction mixture was filtered and concentrated. The crude material was purified by reverse phase HPLC to give (Z)-1,3-Dihydro-5-fluoro-4-(4-hydroxyphenyl)-3-[(3-methoxy-1H-pyrrol-2-yl)methylene]-2H-indol-2-one. (Yield 41 mg, 45%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06307056B1 |
| Source dataset | uspto-grants-2001_10 |
| ORD ID | ord-499d7391f41e4b6ca9228b09a78e724b |
| Source note | uspto-grants-2001_10 |