Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetate | HCID 175 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Fluoro-phenylboric acid | HCID 21939771 | — |
| Reactant | HCID 178476656 | HCID 178476656 | — |
| Product | HCID 178491365 | HCID 178491365 | 31.3% |
Reaction Steps
The preparation was carried out analogously to Example 56, using 0.200 g (0.470 mmol) N-(3-bromopyridin-2-yl)-N′-(2,6-dimethoxybenzyl)guanidine acetate, 0.099 g (0.705 mmol) (4-fluorophenyl)boric acid, 0.149 g (1.411 mmol) sodium carbonate, and 0.038 g (0.033 mmol) tetrakis-(triphenylphosphine)palladium(0). The mixture was likewise heated in a reaction block for 24 hr at 110° C. under a nitrogen atmosphere. After appropriate workup and purification via preparative HPLC, 65 mg (0.147 mmol, 31%) pure N-(2,6-dimethoxybenzyl)-N′-[3-(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 |
|---|
| Patent number | US09296697B2 |
|---|
| Source dataset | uspto-grants-2016_03 |
|---|
| ORD ID | ord-20c125f53bc640909b57132422713990 |
|---|
| Source note | uspto-grants-2016_03 |
|---|