HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 633935Generated: October 30, 2026
Tri-o-tolylphosphine → HCID 52950572, compound
https://huagongshe.com/reaction/633935
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 67154622 | HCID 67154622 | — |
| Reactant | HCID 67154777 | HCID 67154777 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Propionitrile | HCID 7854 | — |
| Product | HCID 52950572 | HCID 52950572 | 6% |
Reaction Steps
To a suspension of 6-bromo-3-(hydroxymethyl)-3,4-dihydro-1,8-naphthyridin-2(1H)-one (10 mg, 0.039 mmol; which may be prepared as described in Step 2) in DMF (200 μL) and proprionitrile (200 μL) under Argon were added DIPEA (8 μL, 0.047 mmol), 1-acryloyl-4-[(4-fluorophenoxy)methyl]piperidine (14 mg, 0.053 mmol; which may be prepared as described in Step 1), tri(o-tolyl)phosphine (2 mg, 0.008 mmol) and palladium acetate (1 mg, 0.004 mmol). The mixture was stirred at 100° C. for 2 days, then was allowed to come back to room temperature, filtered through Celite pad. The residue obtained after concentration of the filtrate was purified by preparative TLC (eluent: DCM/MeOH 9/1) to give the title compound as a white solid (1 mg, 6%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09321769B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-ddbf32a3a32f4397bcf34e2773655952 |
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| Source note | uspto-grants-2016_04 |
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