HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 46929086, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Amino-1-propanol | HCID 9086 | — |
| Reactant | 5-Cyano-2-{(4S)-5-cyano-3,6-dimethyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidin-4-yl}benzenesulfonyl chloride | HCID 86650721 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 46929086 | HCID 46929086 | — |
Reaction Steps
Under an atmosphere of argon protective gas, 5-cyano-2-{(4S)-5-cyano-3,6-dimethyl-2-oxo-1-[3-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidin-4-yl}benzenesulfonyl chloride (25 mg, 51 μmol) was dissolved in absolute THF (1.5 ml), 3-aminopropanol (11 μl, 152 μmol; 3 eq.) and triethylamine (5.1 mg, 51 μmol; 1 eq.) were added at room temperature and the mixture was stirred overnight. The reaction mixture was then concentrated under reduced pressure and the residue was purified by preparative HPLC (column: Kromasil C-18, 5 μm; mobile phase: acetonitrile/water+0.1% TFA 10:90→90:10). This gave a colorless amorphous solid (18 mg, 67% of theory).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08691817B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-414965e6377544029ec70c3d610e45a8 |
| Source note | uspto-grants-2014_04 |