HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 4-(Thiazol-2-ylsulfanyl)-piperidine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Tert-butyl 4-(methylsulfonyl)piperidine-1-carboxylate | HCID 22504298 | — |
| Reactant | HCID 178527881 | HCID 178527881 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(Thiazol-2-ylsulfanyl)-piperidine-1-carboxylic acid tert-butyl ester | HCID 18538907 | 30.5% |
Reaction Steps
To sodium hydride (60% wt. suspension in mineral oil, 108 mg) in dry DMF (5 ml) was added 1,3-thiazole-2-thiol (315 mg) at 0° C. After 30 minutes, 4-methanesulfonyl-piperidine-carboxylic acid tert-butyl ester (500 mg) was added as a solution in DMF (2 ml) and the reaction mixture was warmed up to room temperature overnight, then heated at 50° C. for 3 hours. Aqueous work-up and purification on silica yielded 4-(thiazol-2-ylsulfanyl)-piperidine-1-carboxylic acid tert-butyl ester (174 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08383620B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-ed0ee58a19384e7d8cbecec7ff5e1df5 |
| Source note | uspto-grants-2013_02 |