HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-(((1-(Tert-butoxycarbonyl)piperidin-4-yl)(4-chlorophenethyl)amino)methyl)benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | tert-Butyl 4-((4-chlorophenethyl)(4-(methoxycarbonyl)benzyl)amino)piperidine-1-carboxylate | HCID 121422786 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 4-(((1-(Tert-butoxycarbonyl)piperidin-4-yl)(4-chlorophenethyl)amino)methyl)benzoic acid | HCID 121410275 | — |
Reaction Steps
tert-Butyl 4-((4-chlorophenethyl)(4-(methoxycarbonyl)benzyl)amino)piperidine-1-carboxylate obtained in Step 1 was dissolved in MeOH (5 mL/mmol), NaOH (5 eqs) (as a 0.5 N aqueous solution) was added and the reaction mixture was stirred at room temperature for 15 hours.). pH of the reaction was made neutral by careful addition of 0.5 N HCl, and methanol was removed in vacuo. The precipitated product was filtered off, washed several times with acetone/diethyl ether mixture (1:2 v/v) and dried in the air. It was found to be of sufficient purity to be used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09440953B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-5e8eec4326744e10b0337d88a1ebce05 |
| Source note | uspto-grants-2016_09 |