Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 4-(Difluoromethoxy)-3-hydroxybenzaldehyde | HCID 2758295 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 5-Amino-3-(3-chloro-phenylamino)-4-cyano-pyrazole | HCID 10681167 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178510303 | HCID 178510303 | — |
Reaction Steps
Dissolved 5-amino-3-((3-chlorophenyl)amino)-1H-pyrazole-4-carbonitrile (58 mg) in 4 mL ethanol and added 0.250 mmol of 4-(difluoromethoxy)-3-hydroxybenzaldehyde followed by a single drop of piperidine. This solution was then heated to 85° C. for 17 hrs, then the ethanol was evaporated and the resulting product was scraped from the reaction vessels. The powder was then resuspended in 4 mL of MeOH and 3 eq. of sodium borohydride was added and left stirring overnight at room temperature. Then MeOH was then evaporated and the product was scraped and collected. (100 mg)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09382237B2 |
|---|
| Source dataset | uspto-grants-2016_07 |
|---|
| ORD ID | ord-bb64da1f9ded40ba80ccde458d959148 |
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| Source note | uspto-grants-2016_07 |
|---|
