Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-Chloroisoquinoline-5-sulfonyl chloride | HCID 22121908 | — |
| Reactant | HCID 67242570 | HCID 67242570 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57580084 | HCID 57580084 | 65.6% |
Reaction Steps
A solution of (S)-3-[2-[2-(Dimethylamino)ethoxy]acetyl]aminopyrrolidine trifluoroacetate (246 mg) prepared in Step F in dichloromethane (5 ml) was successively added with triethylamine (387 μl) and 4-chloro-5-isoquinolinesulfonyl chloride (145 mg) at 0° C., and the mixture was stirred at the same temperature for 45 minutes, and further stirred at room temperature for 15 minutes. The reaction mixture was added with saturated aqueous sodium hydrogencarbonate, and the organic layer was separated. The aqueous layer was extracted three times with chloroform, and the combined organic layer was dried over anhydrous sodium sulfate. The residue was purified by silica gel chromatography (chloroform:methanol=10:1) to obtain the title compound (160 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-961b0b9a9f57453b91ad6b8b009c8bad |
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| Source note | uspto-grants-2011_06 |
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