HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1485130Generated: November 2, 2026
Potassium Carbonate → HCID 118113375, compound
https://huagongshe.com/reaction/1485130
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | 4-Fluorophenylboronic acid | HCID 285645 | — |
| Reactant | HCID 118113103 | HCID 118113103 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 118113375 | HCID 118113375 | 107.5% |
Reaction Steps
A mixture of the compound (100 mg) obtained in step (3) above, 4-fluorophenylboronic acid (66 mg), palladium(II) acetate (6.6 mg), tri(2-methylphenyl)phosphine (26 mg), potassium carbonate (186 mg), methanol (4.4 mL) and toluene (2.2 mL) was stirred in a sealed tube at 90° C. for 70 minutes. After being cooled to room temperature, the reaction mixture was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=99:1-0:100, then chloroform:methanol=100:0-85:15) to give methyl N-{[3-(4′-fluoro-4-biphenylyl)-7-hydroxy-2,3,6,8a-tetrahydro-5H-[1,3]oxazolo[3,2-a]pyridin-8-yl]carbonyl}-glycinate as a pale brown solid (100 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09422240B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-7fdeaae3dcfa4aa29795675fd862d254 |
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| Source note | uspto-grants-2016_08 |
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