HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64294Generated: October 28, 2026
7-((1,3-Dioxoisoindolin-2-yl)methyl)-2-(4-phenoxyphenyl) pyrazolo[1,5-a]pyrimidine-3-carbonitrile → HCID 117668178, compound
https://huagongshe.com/reaction/64294
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 7-((1,3-Dioxoisoindolin-2-yl)methyl)-2-(4-phenoxyphenyl) pyrazolo[1,5-a]pyrimidine-3-carbonitrile | HCID 117668278 | — |
| Catalyst | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 117668178 | HCID 117668178 | 71% |
Reaction Steps
To a solution of 7-((1,3-dioxoisoindolin-2-yl)methyl)-2-(4-phenoxyphenyl) pyrazolo[1,5-a]pyrimidine-3-carbonitrile (290 mg, 0.62 mmol) in 5 mL of MeOH and 5 mL of dioxane was added 12 drops of hydrazine hydrate. The reaction mixture was stirred and heated to 60° C. for 3 hr. The mixture was concentrated and suspended in 20 mL of solvent (DCM/MeOH=10/1). The mixture was filtered and the filtrate was concentrated and purified by the flash chromatography eluting with EA followed by DCM/MeOH (10/1) to give 150 mg (71%) of 7-(aminomethyl)-2-(4-phenoxyphenyl) pyrazolo[1,5-a]pyrimidine-3-carbonitrile as a solid. MS (ESI) m/e [M+1]+ 342.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09447106B2 |
|---|
| Source dataset | uspto-grants-2016_09 |
|---|
| ORD ID | ord-e87a42ea2d624bf58da0154037513290 |
|---|
| Source note | uspto-grants-2016_09 |
|---|