Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chlorobenzenesulfonyl chloride | HCID 76187 | — |
| Reactant | Methyl (1R)-1-aminoindane-5-carboxylate hydrochloride | HCID 67546135 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59505712 | HCID 59505712 | — |
Reaction Steps
(R)-Methyl 1-amino-2,3-dihydro-1H-indene-5-carboxylate hydrochloride (A-02) (0.2 g, 0.881 mmol, 1 eq) was dissolved in dichloromethane and triethylamine (2.5 eq) under nitrogen, and 2-chlorobenzenesulfonic acid chloride (0.185 g, 0.881 mmol, 1 eq) was added at 0° C. The reaction mixture was stirred for 2 h at RT. Then concentration was carried out under reduced pressure, and the residue was diluted with ethyl acetate, washed with 10% ammonium chloride solution and sat. NaCl solution, dried over sodium sulfate and concentrated. The crude product was purified by column chromatography (silica gel, cyclohexane:EA 4:1) and the desired product (R)-methyl 1-(2-chlorophenylsulfonamido)-2,3-dihydro-1H-indene-5-carboxylate (C-01) was thus obtained. Yield: 87%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08680159B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-3434f36deb2a4d2f807f4d49f8039e0a |
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| Source note | uspto-grants-2014_03 |
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