HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-benzyl-3-iodo-6-[(3S,4S)-3-(3-nitrobenzenesulfonyl)oxy-4-methoxypyrrolidin-1-yl]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Nitrobenzenesulfonyl chloride | HCID 8476 | — |
| Reactant | 2-Benzyl-3-iodo-6-[(3s,4s)-3-hydroxy-4-methoxypyrrolidine-1-yl]pyridine | HCID 69362835 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-benzyl-3-iodo-6-[(3S,4S)-3-(3-nitrobenzenesulfonyl)oxy-4-methoxypyrrolidin-1-yl]pyridine | HCID 21058021 | 100.6% |
Reaction Steps
300 mg of 4-dimethylaminopyridine, 10 ml of triethylamine and 9.7 g of 3-nitrobenzenesulfonyl chloride were added to a solution of 10.0 g of 2-benzyl-3-iodo-6-[(3S,4S)-3-hydroxy-4-methoxypyrrolidine-1-yl]pyridine obtained in the same manner as in Example 10-c in 150 ml of ethyl acetate, followed by stirring at room temperature for 3 days. The reaction solution was first filtered through 50 g of silica gel, and washed with ethyl acetate. Further, the filtrate was filtered through 50 g of NH-silica gel and washed with ethyl acetate. The filtrate was concentrated, to give 14.6 g of the target compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06599917B1 |
| Source dataset | uspto-grants-2003_07 |
| ORD ID | ord-5394039907654e89bd7f95d1f7ca3115 |
| Source note | uspto-grants-2003_07 |