Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 59507160 | HCID 59507160 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59507215 | HCID 59507215 | 11% |
Reaction Steps
To an ice cooled solution of 1-(3-aminophenyl)-3-(4-methoxybenzyl)-7-phenethylpyrazolo[3,4-b]pyrrolo[3,4-d]pyridine-6,8(3H,7H)-dione (200 mg) in dichloromethane (6 ml), triethylamine (0.08 ml, 0.59 mmol) and Benzoyl chloride (0.05 ml, 0.59 mmol) were added. The reaction mixture was warmed to room temperature and stirred for 2-3 hours. After completion of reaction (TLC, LCMS), the reaction mixture was diluted with dichloromethane (15 ml) and was washed with water (10 ml). The dichloromethane layer was dried over sodium sulfate and evaporated under reduced pressure. The crude compound was purified by reverse phase HPLC on a C-18 column to give N-(3-(3-(4-methoxybenzyl)-6,8-dioxo-7-phenethyl-3,6,7,8-tetrahydropyrazolo[3,4-b]pyrrolo[3,4-d]pyridin-1-yl)phenyl)benzamide (22 mg, 11%) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08906928B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-914c526883cc4c67976dd013334ba04c |
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| Source note | uspto-grants-2014_12 |
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