HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 448870Generated: October 31, 2026
Potassium Fluoride → 4-chloro-3-(4,6-dichloro-pyridin-3-yl)-N-[2-(2-dimethylamino-ethoxy)-phenyl]-N-methyl benzamide
https://huagongshe.com/reaction/448870
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | (4,6-Dichloropyridin-3-yl)boronic acid | HCID 45789871 | — |
| Reactant | 3-bromo-4-chloro-N-[2-(2-dimethylamino-ethoxy)-phenyl]-N-methyl-benzamide | HCID 68603607 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4-chloro-3-(4,6-dichloro-pyridin-3-yl)-N-[2-(2-dimethylamino-ethoxy)-phenyl]-N-methyl benzamide | HCID 59370329 | — |
Reaction Steps
A mixture of dioxane (1.0 mL) containing 3-bromo-4-chloro-N-[2-(2-dimethylamino-ethoxy)-phenyl]-N-methyl-benzamide (44.0 mg, 0.11 mmol), Pd2(dba)3 (10 mg, 0.01 mmol), P(t-Bu)3HBF4 (7 mg, 0.022 mmol), KF (22 mg, 0.38 mmol) and 2,4 dichloropyridine-5-boronic acid (21 mg, 0.11 mmol) was degassed by bubbling N2 for 5 minutes and then sealed and heated at 110° C. overnight. The mixture was filtered and purified by preparative LCMS to yield 4-chloro-3-(4,6-dichloro-pyridin-3-yl)-N-[2-(2-dimethylamino-ethoxy)-phenyl]-N-methyl benzamide 7-1. MS [M+H]+: 478.0; tR=5.26 min. (method 2)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08481738B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-6f8c2347c8784f74b8a808ada3b03a05 |
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| Source note | uspto-grants-2013_07 |
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