Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 59323463 | HCID 59323463 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59323447 | HCID 59323447 | 70% |
Reaction Steps
Under an argon atmosphere, 62 mg of N-[2-[6-fluoro-3-(4-fluorobenzyl)-3,4-dihydroisoquinolin-2(1H)-yl]ethyl]-3-ethyl-5-methanesulfonylaminobenzamide was dissolved in 1 mL of THF, and a borane/THF complex (1 ml) was added thereto, followed by stirring at 60° C. overnight. The reaction liquid was cooled to room temperature, and 1 N hydrochloric acid was added thereto, followed by further stirring for 6 hours. After completion of the reaction, an aqueous sodium bicarbonate solution was added to the reaction liquid, followed by extraction with chloroform. The organic layer was then washed with an aqueous sodium bicarbonate solution and saturated brine, dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The residue obtained was purified using silica gel chromatography (chloroform:methanol=10:1) to obtain 42 mg (yield 70%) of a title compound as a light yellow oily substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08273766B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-7e71666b6042440b8f67a2ba9baa197d |
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| Source note | uspto-grants-2012_09 |
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