HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 86628326, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Diethylamine | HCID 8021 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 4-Methanesulfonyloxy-5-methoxy-7-[1-(tert-butoxycarbonyl)-4-formylindol-2-yl]isoindolinone | HCID 86628325 | — |
| Product | HCID 86628326 | HCID 86628326 | 57% |
Reaction Steps
In a similar manner to Step 2 of Example 6, 4-methanesulfonyloxy-5-methoxy-7-[1-(tert-butoxycarbonyl)-4-formylindol-2-yl]isoindolinone (0.226 g, 0.452 mmol) was dissolved in acetonitrile (15.0 mL) and the solution was treated with diethylamine (0.935 mL, 9.03 mmol), acetic acid (0.517 mL, 9.03 mmol) and sodium triacetoxyborohydride (0.479 g, 2.26 mmol), followed by purification of the residue by flash column chromatography (chloroform/methanol=3/1) to obtain 4-methanesulfonyloxy-5-methoxy-7-[1-(tert-butoxycarbonyl)-4-(diethylaminomethyl)indol-2-yl]isoindolinone (0.144 g, 57%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745641B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-d869d32971364482a916dc88fae8025d |
| Source note | uspto-grants-2010_06 |