HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 6-(2,3,6-Trifluoro-4-formyl-phenoxy)-nicotinonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 6-Chloro-3-pyridinecarbonitrile | HCID 5152094 | — |
| Reactant | 2,3,5-Trifluoro-4-hydroxybenzaldehyde | HCID 45120114 | — |
| Product | 6-(2,3,6-Trifluoro-4-formyl-phenoxy)-nicotinonitrile | HCID 85957498 | 57.8% |
Reaction Steps
Using a method similar to Example 710, Part 2, using 2,3,5-trifluoro-4-hydroxy-benzaldehyde (1.00 g, 5.64 mmol), 6-chloronicotinonitrile (782 mg, 5.64 mmol) and K2CO3 (1.17 g, 8.47 mmol) gives 6-(2,3,6-trifluoro-4-formyl-phenoxy)-nicotinonitrile (907 mg) contaminated with 6-chloronicotinonitrile starting material. Dissolve this mixture in MeOH (15 ml) and treat with isoamylamine (194 mg, 2.23 mmol). After stirring for two hours, add NaBH4 (105 mg, 2.79 mmol) and stir for an additional hour. Purification as described in Example 710, Step 4, gives 6-{2,3,6-trifluoro-4-[(3-methyl-butylamino)-methyl]-phenoxy}-nicotinonitrile (383 mg) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07560463B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-87d77f543ebd4e30a05909fa34a944cb |
| Source note | uspto-grants-2009_07 |