Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chlorobenzenesulfonyl chloride | HCID 76187 | — |
| Reactant | (R)-methyl 3-amino-2,3-dihydro-1H-indene-5-carboxylate hydrochloride | HCID 66700566 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59505430 | HCID 59505430 | 99% |
Reaction Steps
Triethylamin (2.195 mmol, 2,5 eq.) and 2-chlorobenzene-1-sulfonyl chloride (0,878 mmol, 1 eq.) were added to an ice-cold solution of (3R)-3-amino-2,3-dihydro-1H-indene-5-carboxylic acid methyl ester hydrochloride (A-03 HCl) (0.878 mmol, 1 eq.) in methylene chloride under an inert atmosphere. The mixture was then stirred at room temperature for 2 h. The reaction mixture was diluted with ethyl acetate (50 ml) and the organic phase was washed with 10% NH4Cl solution (20 ml), sat. NaHCO3 solution (20 ml) and sat. NaCl solution (20 ml). The organic phase was dried over MgSO4 and concentrated in vacuo. The crude product was purified by column chromatography over silica gel (cyclohexane/ethyl acetate, 2:1) to obtain the desired product. Yield: >99%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08455475B2 |
|---|
| Source dataset | uspto-grants-2013_06 |
|---|
| ORD ID | ord-36d4fe05beae43edade40ab33cdf0ca5 |
|---|
| Source note | uspto-grants-2013_06 |
|---|