HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric acid magnesium salt (1:1) → (2R*,4S*)-2-benzyl-1-(3,5-dichlorobenzoyl)-N-(5-methoxyindol-3-yl-methyl)-4-piperidinamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| Reactant | 5-Methoxyindole-3-carbaldehyde | HCID 82758 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | (2R*,4S*)-2-benzyl-1-(3,5-dichlorobenzoyl)-4-piperidinamine | HCID 53839030 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | (2R*,4S*)-2-benzyl-1-(3,5-dichlorobenzoyl)-N-(5-methoxyindol-3-yl-methyl)-4-piperidinamine | HCID 57096920 | — |
Reaction Steps
200 mg (0.551 mmol) of (2R*,4S*)-2-benzyl-1-(3,5-dichlorobenzoyl)-4-piperidinamine are reacted in analogy to Example 2g with 116 mg (0.661 mmol) of 5-methoxyindole-3-carboxaldehyde and 90 mg of magnesium sulfate in 2 ml of toluene and subsequently reduced with 22 mg (0.584 mmol) of sodium borohydride in 2 ml of methanol. The title compound ##STR95## is obtained (98 mg, 34%) as white foam. TLC:methylene chloride/methanol/conc. ammonia (1000:50:1) Rf =0.42, FD-MS:M+ =521, 523. IR:3460, 1630 cm-1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05646144 |
| Source dataset | uspto-grants-1997_07 |
| ORD ID | ord-5839ecc9d3a245e79728dd922682aff3 |
| Source note | uspto-grants-1997_07 |