HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → {5-[(6-Methyl-4'-trifluoromethylbiphenyl-2-carbonyl)-amino]-indan-2-yl}-carbamic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 6-Methyl-4'-trifluoromethylbiphenyl-2-carboxylic acid chloride | HCID 11055639 | — |
| Reactant | tert-butyl N-(5-amino-2,3-dihydro-1H-inden-2-yl)carbamate | HCID 42609144 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | {5-[(6-Methyl-4'-trifluoromethylbiphenyl-2-carbonyl)-amino]-indan-2-yl}-carbamic acid tert-butyl ester | HCID 69700046 | — |
Reaction Steps
To a solution of (5-amino-indan-2-yl)-carbamic acid tert-butyl ester (12.5 mmol) in methylene chloride (75 mL) is added diisopropylethyl amine (3.3 g, 25 mmol) followed by a solution of 6-methyl-4′-trifluoromethyl-1,1′-biphenyl-2-carboxylic acid chloride (12.6 mmol) in methylene chloride. After stirring 16 h, the reaction mixture is poured into ethyl acetate and washed with 1N HCl, NaHCO3 solution, and brine. The organic layer is dried (MgSO4) and concentrated under reduced pressure to give a solid. Recrystallization from toluene gives {5-[(6-methyl-4′-trifluoromethyl-1,1′-biphenyl-2-carbonyl)-amino]-indan-2-yl}-carbamic acid tert-butyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06878707B2 |
| Source dataset | uspto-grants-2005_04 |
| ORD ID | ord-973b206b679a44c2a405d8227dbdd3a3 |
| Source note | uspto-grants-2005_04 |