Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | HCID 57476138 | HCID 57476138 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59136140 | HCID 59136140 | 89.1% |
Reaction Steps
To a solution of methyl 2-{7-[methyl(2-thienylsulfonyl)amino]-1H-indol-2-yl}-4,5-dihydro-1,3-thiazole-5-carboxylate (0.126 g) in tetrahydrofuran (5 ml) were successively added lithium borohydride (0.035 g) and methanol (1 ml), and the mixture was stirred at room temperature for 2 hr. Saturated aqueous sodium chloride solution was added to the reaction solution, and the mixture was extracted with ethyl acetate. The extract was washed successively with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=20:80-100:0), and recrystallized from hexane-ethyl acetate to give the title compound (0.105 g, yield 89%) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07718798B2 |
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| Source dataset | uspto-grants-2010_05 |
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| ORD ID | ord-162eca57370a4b8abc4e7000f8d02e3c |
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| Source note | uspto-grants-2010_05 |
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