HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 4-(4-Amino-3-methanesulfonyl-phenyl)-piperidine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Carbonic acid, bis(1,1-dimethylethyl) ester | HCID 10219638 | — |
| Reactant | Acetic acid;2-methylsulfonyl-4-piperidin-4-ylaniline | HCID 86621317 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(4-Amino-3-methanesulfonyl-phenyl)-piperidine-1-carboxylic acid tert-butyl ester | HCID 59759969 | 37.8% |
Reaction Steps
To a solution of 2-methanesulfonyl-4-piperidin-4-yl-phenylamine; compound with acetic acid (1.5 g) in dichloromethane (30 ml) was added di-tert-butylcarbonate (1.15 g) and saturated aqueous sodium carbonate solution (10 ml). The reaction mixture was stirred at rt for 3 h and extracted with dichloromethane. The organic phases were dried and concentrated, and the residue was chromatographed on silica gel using heptane/ethyl acetate as eluent to obtain the desired compound (0.64 g) as an off-white solid. MS (ISP): 355.1 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08158655B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-f9f3313f08d146edac148deb36682d33 |
| Source note | uspto-grants-2012_04 |