HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → 3-[6-[4-(6-Amino-pyridin-3-yl)-phenyl]-5-(4-chloro-phenyl)-4-oxo-4,5-dihydro-pyrazolo[3,4-d]pyrimidin-1-yl]-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | 3-{5-(4-Chloro-phenyl)-4-oxo-6-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-4,5-dihydro-pyrazolo[3,4-d]pyrimidin-1-yl}-benzonitrile | HCID 57899437 | — |
| Product | 3-[6-[4-(6-Amino-pyridin-3-yl)-phenyl]-5-(4-chloro-phenyl)-4-oxo-4,5-dihydro-pyrazolo[3,4-d]pyrimidin-1-yl]-benzonitrile | HCID 57899422 | — |
Reaction Steps
A solution of 2-(4-bromo-phenyl)-1-(4-chloro-phenyl)-9-(3-methanesulfinyl-phenyl)-1,9-dihydro-purin-6-one (2, 2.60 g, 4.81 mmol) in acetic anhydride (22 mL), sodium acetate (1.48 g, 18.0 mmol) is added and the resulting mixture is then heated at reflux for 4 h. The reaction mixture is concentrated to a dry residue. It is taken in ethyl acetate and washed successively with 10% sodium bicarbonate solution and brine, dried over Na2SO4, concentrated, and purified by column chromatography to provide (3-(2-(4-bromophenyl)-1-(4-chlorophenyl)-6-oxo-1H-purin-9(6H)-yl)phenylthio)methyl acetate (3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722691B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-dd7cf76abf4b44eaa4a8c8774a7258ba |
| Source note | uspto-grants-2014_05 |