HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-tert-Butylcarbamoyl-4-(4-but-2-ynyloxy-benzenesulfonylmethyl)-piperidine-4-carboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyl isocyanate | HCID 62412 | — |
| Reactant | HCID 22626999 | HCID 22626999 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-tert-Butylcarbamoyl-4-(4-but-2-ynyloxy-benzenesulfonylmethyl)-piperidine-4-carboxylic acid ethyl ester | HCID 53881248 | 73.3% |
Reaction Steps
To a solution of tert-butylisocyanate (0.097 ml, 0.85 mmol) in 8.0 mL of CH2Cl2, was added 4-[[[4-(2-Butynyloxy)phenyl]sulfonyl]methyl]-4-piperidinecarboxylic acid ethyl ester (prepared from example 36, step 2) (0.337 g, 0.81 mmol) and triethylamine (0.135 ml, 0.97 mmol) and stirred at room temperature for 2 h. The reaction was diluted with CH2Cl2 and washed with H2O, brine, dried over MgSO4, filtered, and concentrated in vacuo. The residue was triturated with ether:hexanes (1:1) to provide 0.284 g (73%) of the desired product as a white solid. Electrospray Mass Spec: 479.2 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06358980B1 |
| Source dataset | uspto-grants-2002_03 |
| ORD ID | ord-63f9f5137e5544c7a574fff2ed17ab77 |
| Source note | uspto-grants-2002_03 |