HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → Trifluoroacetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 5,6-diethyl-2,3-dihydro-1H-inden-2-amine Hydrochloride | HCID 10236126 | — |
| Reactant | (R)-1-Carboxymethyl-3-(2-hydroxy-2,2-diphenyl-acetoxy)-1-azonia-bicyclo[2.2.2]-octane trifluoroacetate | HCID 86611356 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Trifluoroacetic acid | HCID 6422 | — |
| Product | (5,6-Diethyl-indan-2-ylcarbamoyl-methyl]-3-(2-hydroxy-2,2-diphenyl-acetoxy)-1-azonia-bicyclo[2.2.2]octane trifluoroacetate | HCID 86639172 | — |
Reaction Steps
To a stirred suspension of (R)-1-carboxymethyl-3-(2-hydroxy-2,2-diphenyl-acetoxy)-1-azonia-bicyclo[2.2.2]octane trifluoroacetate [Ex. 62] (0.052 g, 0.102 mmol) in dry DMF (5 ml) is added DIPEA (0.070 ml, 0.408 mmol), HATU (0.097 g, 0.255 mmol) and 5,6-Diethyl-indan-2-ylamine hydrochloride (0.058 g, 0.255 mmol). The mixture is left to stir at room temperature overnight. The solvent is removed in vacuo and purification by mass directed preparative HPLC eluting with acetonitrile:water:trifluoroacetic acid yields the titled compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08168654B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-c1c0347ae59249a297c783f5877baa0c |
| Source note | uspto-grants-2012_05 |