HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 2-Bromo-1-methyl-N-(tetrahydro-2H-pyran-4-yl)-N-[3-(trifluoromethoxy)benzyl]-1H-imidazole-4-carboxamide
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 | 2-Bromo-1-methyl-1H-imidazole-4-carboxylic acid | HCID 51063808 | — |
| Reactant | N-[3-(Trifluoromethoxy)benzyl]tetrahydro-2H-pyran-4-amine | HCID 58049381 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-Bromo-1-methyl-N-(tetrahydro-2H-pyran-4-yl)-N-[3-(trifluoromethoxy)benzyl]-1H-imidazole-4-carboxamide | HCID 46916685 | 57.7% |
Reaction Steps
A mixture of N-[3-(trifluoromethoxy)benzyl]tetrahydro-2H-pyran-4-amine (190 mg), 2-bromo-1-methyl-1H-imidazole-4-carboxylic acid (100 mg), HATU, diisopropylethylamine (190 mg) and acetonitrile (3 mL) was stirred overnight at room temperature. Acetonitrile was distilled off under reduced pressure and the residue was purified by column chromatography (NH silica gel cartridge; hexane/ethyl acetate=3:1 to 1:2) to give the titled compound (130 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08623898B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-d44b65a5676d4218840e159c902e3197 |
| Source note | uspto-grants-2014_01 |