Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formic Acid | HCID 284 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | 5-Fluoro-1H-indazole | HCID 17842486 | — |
| Reactant | HCID 66654307 | HCID 66654307 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 66654229 | HCID 66654229 | — |
Reaction Steps
Potassium fluoride 40 wt. % on alumina (218 mg, 3.75 mmol, 25 eq.) was added to a mixture of [2-((S)-2-acryloyl-2,3-dihydro-1H-isoindol-1-yl)-4-chloro-phenoxy]-acetic acid ethyl ester (58 mg, 0.15 mmol, 1.0 eq.) and 5-fluoro-1H-indazole (25 mg, 0.18 mmol, 1.2 eq.) in MeCN (1 mL). The resulting suspension was stirred at 80° C. for 18 hours. Formic acid was added (0.2 mL). The reaction mixture was filtered and the filtrate was concentrated in vacuo. The residue was purified by prep. HPLC (column: Atlantis, 30×75 mm, 10 um, UV/MS, acidic conditions) and concentrated in vacuo to give the desired product as a white foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08575158B2 |
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| Source dataset | uspto-grants-2013_11 |
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| ORD ID | ord-a6fc6d8d04514e9aa7166365c8696fc8 |
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| Source note | uspto-grants-2013_11 |
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