HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1410608Generated: October 30, 2026
Sodium Carbonate → Methyl 3-fluoro-4-(6-methoxyquinolin-2-yl)benzoate
https://huagongshe.com/reaction/1410608
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Methyl 3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate | HCID 24824492 | — |
| Reactant | HCID 178487824 | HCID 178487824 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Product | Methyl 3-fluoro-4-(6-methoxyquinolin-2-yl)benzoate | HCID 66980095 | 47.7% |
Reaction Steps
A mixture of 2-chloro-6-methoxyquinoline (Intermediate 1) (300 mg, 1.55 mmol), methyl 3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (Intermediate 10) (415 mg, 1.48 mmol), Pd(dppf)Cl2 (110 mg, 0.15 mmol) and sodium carbonate (320 mg, 3.0 mmol) in 1,4-dioxane/water (6 mL/1 mL) was heated to 120° C. under microwave irradiation for 4 h. The precipitate was filtered and washed with EA. The combined filtrate was washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by silica gel chromatography (PE/EA=30/1) to give the product (220 mg, 46%) as white solid. MS (ESI): m/z 312.2 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08921562B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-d52f4e43a0324976a7f534c6a26a7d6d |
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| Source note | uspto-grants-2014_12 |
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