HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 2-(3-{5-[3-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)propyl]pyridin-2-yl}propyl)-1H-isoindole-1,3(2H)-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 2-(3-{5-[3-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)prop-1-ynyl]pyridin-2-yl}prop-2-ynyl)-1H-isoindole-1,3(2H)-dione | HCID 11305359 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(3-{5-[3-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)propyl]pyridin-2-yl}propyl)-1H-isoindole-1,3(2H)-dione | HCID 10138972 | 63.8% |
Reaction Steps
A mixture of 2-(3-{5-[3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl-prop-1-ynyl]pyridin-2-yl}prop-2-ynyl)-1H-isoindole-1,3(2H)-dione (5-1) (200 mg), 10% Pd/C (50 wt %; 60 mg), and acetic acid (1 mL) in DMF (1 mL) was stirred at ambient temperature under 1 atmospheric pressure of hydrogen for 2 days. The catalyst was removed by filtration through Solka-floc and washed with ethanol. The filtrate and wash were combined and concentrated under reduced pressure to give 11-1 (130 mg) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06706885B2 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-dc03bc89fa7644c49186175938ea4394 |
| Source note | uspto-grants-2004_03 |