Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 22254649 | HCID 22254649 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 22254652 | HCID 22254652 | 27.5% |
Reaction Steps
To a stirred solution of 4-methanesulphonyl-2-nitro-1-N-[1-(3,3-diphenylpropyl)-piperidin-4-yl]aniline (200 mg, 0.4 mmol) in methanol (4 ml) was added concentrated HCl (1 ml) followed by stannous chloride dihydrate (620 mg) and the mixture was heated to 95° C. After 3 h the reaction mixture was concentrated and suspended in water (100 ml) and potassium carbonate was added to basify the solution. The solution was extracted with EtOAc (150 ml) and the emulsion left to separate. The mixture was then filtered through Celite™, separated, dried (MgSO4), concentrated and purified by Bond Elut™ chromatography (using 1% to 7.5% EtOH in DCM) to give the title compound as an oil (50 mg, 0.11 mmol); MS: 464.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06989393B2 |
|---|
| Source dataset | uspto-grants-2006_01 |
|---|
| ORD ID | ord-7571fbb4440e4a74b3b28bc4c5a12256 |
|---|
| Source note | uspto-grants-2006_01 |
|---|