HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2,2,2-trifluoro-N-(5-(3-(hydroxymethyl)-5-(trifluoromethyl)benzyl)-2,3-dihydro-1H-inden-1-yl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Pentafluorophenyl Trifluoroacetate | HCID 4327891 | — |
| Reactant | (3-((1-amino-2,3-dihydro-1H-inden-5-yl)methyl)-5-(trifluoromethyl)phenyl)methanol | HCID 66734486 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2,2,2-trifluoro-N-(5-(3-(hydroxymethyl)-5-(trifluoromethyl)benzyl)-2,3-dihydro-1H-inden-1-yl)acetamide | HCID 86668749 | 27.7% |
Reaction Steps
Pentafluorophenyl trifluoroacetate (28 mg, 0.1 mmol) was added to a solution of (3-((1-amino-2,3-dihydro-1H-inden-5-yl)methyl)-5-(trifluoromethyl)phenyl)methanol (30 mg, 0.093 mmol) and triethylamine (26 μL, 0.187) in DCM (1 mL). The reaction was stirred at rt for 24 h before aq. sat. NaHCO3 (2 mL) was added to the mixture and the whole was filtered over a phase separator. The organic filtrate was evaporated to dryness in a Genevac. The crude material was purified by prep. LCMS to afford LEBE27-031-2 the title compound (10.3 mg, 27.7%). MS (ESI): m/z [M−H]− 416.0
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08633237B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-532505facd0640de8c1be978d7539527 |
| Source note | uspto-grants-2014_01 |