HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 90425669, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,4,6-Trichloropyrimidine | HCID 77378 | — |
| Reactant | 4-(Methylamino)tetrahydro-2H-pyran | HCID 6991950 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 90425669 | HCID 90425669 | 66.1% |
Reaction Steps
To a solution of 2,4,6-trichloro-pyrimidine (9.2 g, 50 mmol) and triethylamine (10.1 g, 100 mmol) in EtOH (100 mL) was added N-methyltetrahydro-2H-pyran-4-amine (5.17 g, 45 mmol) dropwise at −40° C. The mixture was warmed up to room temperature then stirred for 14 h., quenched with H2O (25 mL), concentrated and the residue was extracted with EtOAc (100 mL×3). The combined organic layers were dried over Na2SO4, filtered and concentrated. The residue was purified by chromatographic column on silica gel (petroleum ether/EtOAc=30/1 to 2/1) to give (2,6-dichloro-pyrimidin-4-yl)-methyl-(tetrahydro-pyran-4-yl)amine as white solid (7.8 g, 60% yield). ESI-LCMS (m/z): 263.14 [M+1]+;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09346802B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-291e8c7ec3794c67b6bd684e6c5894b9 |
| Source note | uspto-grants-2016_05 |