HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 67120045, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | HCID 67120067 | HCID 67120067 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67120045 | HCID 67120045 | 97.4% |
Reaction Steps
The 5-(diethylamino)-3-ethyl-1-(4-methoxyphenyl)-1H-pyrazole-4-carbonitrile (39 mg, 0.13 mmol) from above was dissolved in CH2Cl2 (5 mL) and BBr3 (1 M solution in DCM, 1 mL, 1.0 mmol) was added and stirred over night. CH2Cl2 and water were added and the phases were separated, the aqueous phase was again extracted with EtOAc/CH2Cl2 (1:1). The solution was dried using a phase separator and concentrated under reduced pressure. Purification using preparative IIPLC gave 5-(diethylamino)-3-ethyl-1-(4-hydroxyphenyl)-1H-pyrazole-4-carbonitrile (36 mg, 97%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08921402B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-174443f80ee548a48321e83bc8cf5a94 |
| Source note | uspto-grants-2014_12 |