HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pivalaldehyde → 3-[4-[2-(1-Pyrrolidinyl)ethoxy]benzyl]-2-[4-[2-(3,3-dimethylpropylamino)ethyl]phenyl]-benzo[b]thiophene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pivalaldehyde | HCID 12417 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 2-[4-(2-Aminoethyl)phenyl]-3-[4-[2-(1-pyrrolidinyl)ethoxy]benzyl]benzo[b]thiophene | HCID 22462716 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-[4-[2-(1-Pyrrolidinyl)ethoxy]benzyl]-2-[4-[2-(3,3-dimethylpropylamino)ethyl]phenyl]-benzo[b]thiophene | HCID 21182945 | — |
Reaction Steps
3-[4-[2-(1-Pyrrolidinyl)ethoxy]benzyl]-2-[4-(2-aminoethyl)phenyl]benzo[b]thiophene (75 mg) was dissolved in dichloromethane (3.0 mL), treated with trimethylacetaldehyde (30 μL) and sodium triacetoxyborohydride (56 mg) sequentially and allowed to stir at ambient temperature for 3 h. The reaction mixture was concentrated, and column chromatography with ET3N:EtOAc (0-5%) afforded the product (55 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06025382 |
| Source dataset | uspto-grants-2000_02 |
| ORD ID | ord-853b296d8f834d449f42658e467d5f4e |
| Source note | uspto-grants-2000_02 |