HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → N-(2-Hydroxyethyl)-1-methyl-N-(tetrahydro-2H-pyran-4-yl)-1H-imidazole-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-methyl-1H-imidazole-4-carboxylic acid | HCID 541509 | — |
| 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 | 2-[(TETRAHYDRO-2H-PYRAN-4-YL)AMINO]ETHANOL | HCID 23537225 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | N-(2-Hydroxyethyl)-1-methyl-N-(tetrahydro-2H-pyran-4-yl)-1H-imidazole-4-carboxamide | HCID 58049384 | 38.9% |
Reaction Steps
A mixture of 2-(tetrahydro-2H-pyran-4-ylamino)ethanol (3.45 g), 1-methyl-1H-imidazole-4-carboxylic acid (3.00 g), HATU (13.6 g), diisopropylethylamine (12.4 mL) and acetonitrile (52 mL) was stirred at room temperature for 2 hours. The solvents were distilled off under reduced pressure and the resulting residue was purified by column chromatography (silica gel cartridge; chloroform/methanol=98:2 to 96:4) to give the titled compound (2.34 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08623898B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-58921a424fca43348ccd04e8f98af185 |
| Source note | uspto-grants-2014_01 |