HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2425435Generated: October 27, 2026
Sodium ethoxide → (S)-3-[N-(tert-Butoxycarbonyl)-N-methylamino]-1-(1-ethoxy-4-chloro-5-isoquinolinesulfonyl)pyrrolidine
https://huagongshe.com/reaction/2425435
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | 3-[N-(tert-Butoxycarbonyl)-N-methylamino]-1-(1,4-dichloro-5-isoquinolinesulfonyl)pyrrolidine | HCID 86627812 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | (S)-3-[N-(tert-Butoxycarbonyl)-N-methylamino]-1-(1-ethoxy-4-chloro-5-isoquinolinesulfonyl)pyrrolidine | HCID 67242702 | 95% |
Reaction Steps
A solution of Intermediate 25 (230 mg) obtained in Example 36-1 in ethanol (10 ml) was added with sodium ethoxide (204 mg, Aldrich), and the mixture was stirred at 50° C. for 12 hours. The reaction mixture was added with saturated brine (10 ml), and extracted three times with ethyl acetate (10 ml for each time), and the combined organic layer was washed with saturated brine (20 ml), and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel chromatography (n-hexane:ethyl acetate=3:1) to obtain the title compound (223 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07964613B2 |
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| Source dataset | uspto-grants-2011_06 |
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| ORD ID | ord-13d0baca8f6a43618322a310eb3a142d |
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| Source note | uspto-grants-2011_06 |
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