HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → HCID 87983157, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | HCID 87983301 | HCID 87983301 | — |
| Catalyst | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 87983157 | HCID 87983157 | — |
Reaction Steps
2.26 g p-toluenesulfonic acid monohydrate was added dropwise little by little into a solution of 60 ml of methanol containing 17.09 g of 2-bromo-6-[(3R,4R)-3-methoxymethyloxy-4-[2-(tetrahydro-2H-2-pyranyloxy)ethyl]oxypyrrolidine-1-yl]pyridine in an ice bath. After stirring for 30 minutes under ice-cooling, it was stirred at room temperature for 2 hours. 377 mg of p-toluenesulfonic acid monohydrate was further added thereto, followed by stirring for 2 hours. Then, the reaction solution was poured into aqueous saturated sodium bicarbonate and extracted twice with ethyl acetate. The organic phase was washed with brine and the solvent was removed. The residue was filtered through silica gel, to give 13.14 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-5877aa6a3f354c15a83e630acd7056ab |
| Source note | uspto-grants-2003_07 |