HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isobutyraldehyde → HCID 57953790, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isobutyraldehyde | HCID 6561 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | HCID 59133793 | HCID 59133793 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 57953790 | HCID 57953790 | 87% |
Reaction Steps
Piperidine (17 μL, 0.18 mmol) was added to a stirring solution of tert-butyl 13-cyclohexyl-6-(3-ethoxy-3-oxopropanoyl)-3-methoxy-7H-indolo[2,1-a][2]benzazepine-10-carboxylate (1.0 g, 1.79 mmol) and isobutyraldehyde (16.4 mL, 179 mmol) in EtOH (9 mL) at room temperature. After 3 hrs of stirring an additional amount of piperidine (38 μL, 0.40 mmol) was added and the reaction was allowed to stir overnight at room temperature. The mixture was concentrated and was purified on silica gel (BIOTAGE®, EtOAc/hexanes gradient, fraction collection at λ=254 nm) to give the titled compound (950 mg, 1.55 mmol, 87% yield) consistent by LCMS and NMR as a yellow foamy sticky solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08133884B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-cf0876e6ba8949608cd4b3f0f77d78ff |
| Source note | uspto-grants-2012_03 |