Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phosgene | HCID 6371 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 66608540 | HCID 66608540 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 66891582 | HCID 66891582 | — |
Reaction Steps
To {2′-[((1R,2S)-2-hydroxy-indan-1-ylamino)-methyl]-6-methoxy-4′-trifluoromethyl-biphenyl-3-yl}-acetic acid methyl ester (0.178 g, 0.37 mmol) in toluene (3 mL) was added triethylamine (0.18 mL, 1.29 mmol), and the mixture was cooled to 0° C. Phosgene (1.9M in toluene; 0.23 mL, 0.44 mmol) was added, and the reaction was stirred for 20 minutes at 0° C. The mixture was diluted with EtOAc, H2O, and brine, and the aqueous layer was extracted with EtOAc. The combined organic layers were dried over MgSO4, filtered, and concentrated, and the residue was purified by silica gel chromatography (0-100% EtOAc in hexanes) to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08497381B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-8d2c4d6642f549d5855e3e708fc55f68 |
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| Source note | uspto-grants-2013_07 |
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