Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetate | HCID 175 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Fluoro-phenylboric acid | HCID 21939771 | — |
| Reactant | HCID 178491345 | HCID 178491345 | — |
| Product | HCID 178491346 | HCID 178491346 | 55.3% |
Reaction Steps
The preparation was carried out analogously to Example 56, using 0.160 g (0.438 mmol) N-(4-bromopyridin-2-yl)-N′-(2,6-dimethoxybenzyl)guanidine, 0.091 g (0.657 mmol) (4-fluorophenyl)boric acid, 0.139 g (1.314 mmol) sodium carbonate, and 0.035 g (0.031 mmol) tetrakis-(triphenylphosphine)palladium(0). The mixture was likewise heated in a reaction block for 18.5 hr at 110° C. under a nitrogen atmosphere. After appropriate workup and purification via preparative HPLC, 106.5 mg (0.242 mmol, 55%) pure N-(2,6-dimethoxybenzyl)-N′-[4-(4-fluorophenyl)pyridin-2-yl]guanidine was obtained in the form of the acetate salt (base/acetate in a ratio of 1:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09296697B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-eebe4c1bdf42443882ababefcdcaa752 |
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| Source note | uspto-grants-2016_03 |
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