HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 1-(3-(6-tert-butyl-8-fluoro-1-oxophthalazin-2(1H)-yl)-2-(hydroxymethyl)phenyl)-1H-pyrazole-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 1-(3-(6-tert-butyl-8-fluoro-1-oxophthalazin-2(1H)-yl)-2-formylphenyl)-1H-pyrazole-3-carbonitrile | HCID 86673721 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-(3-(6-tert-butyl-8-fluoro-1-oxophthalazin-2(1H)-yl)-2-(hydroxymethyl)phenyl)-1H-pyrazole-3-carbonitrile | HCID 71008079 | 99% |
Reaction Steps
In a 25 mL container, 1-(3-(6-tert-butyl-8-fluoro-1-oxophthalazin-2(1H)-yl)-2-formylphenyl)-1H-pyrazole-3-carbonitrile (18 mg, 43.3 μmol, Eq: 1.00), sodium borohydride (6.56 mg, 173 μmol, Eq: 4) were combined with CH2Cl2 (2 mL) and MeOH (1 mL) to give a white suspension. The mixture was stirred for 1 hr. The reaction mixture was poured into 25 mL sat NH4Cl and extracted with EtOAc (3×25 mL). The organic layers were dried over MgSO4 and concentrated in vacuo. The organic layer was concentrated to give 1-(3-(6-tert-butyl-8-fluoro-1-oxophthalazin-2(1H)-yl)-2-(hydroxymethyl)phenyl)-1H-pyrazole-3-carbonitrile (16 mg, 99%) of white product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08729078B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-f4b998d3d5374adcb3e47fad856c8cfe |
| Source note | uspto-grants-2014_05 |