HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetaldehyde → HCID 68999737, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetaldehyde | HCID 177 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 11509161 | HCID 11509161 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68999737 | HCID 68999737 | 38% |
Reaction Steps
To a solution of (E)-5-amino-2-{2-[2-(1H-indazol-3-yl)vinyl]phenyl}isoindole-1,3-dione (40 mg, 0.11 mmol) obtained in Example 193 in THF (1.0 mL), acetaldehyde (5.2 μL, 0.12 mmol) and sodium triacetoxyborohydride (33 mg, 0.16 mmol) were added and stirred at room temperature for 2.5 hours. The reaction mixture was added with saturated aqueous sodium hydrogencarbonate solution, extracted with ethyl acetate and the organic layer was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform to chloroform/methanol=90/10) to obtain Compound 201 (16 mg, 38%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07605272B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-01ea333f9b354e2da524af31ed556591 |
| Source note | uspto-grants-2009_10 |