HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2R)-2-hydroxypropanamide → HCID 178462252, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2R)-2-hydroxypropanamide | HCID 1530236 | — |
| Reactant | Triethyloxonium tetrafluoroborate | HCID 2723982 | — |
| Reactant | HCID 178508007 | HCID 178508007 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178462252 | HCID 178462252 | 0.8% |
Reaction Steps
A mixture of (2R)-2-hydroxypropanamide (96 mg, 1.1 mmol) and triethyloxonium tetrafluoroborate (0.20 g, 1.1 mmol) in tetrahydrofuran (2 mL) became a solution after stirred for 15 min. After another 45 min, this solution was added to a mixture of trans-4-[(6-aminothieno[3,2-b]pyridin-7-yl)amino]cyclohexanol (95 mg, 0.36 mmol) in ethanol (2.9 mL) and heated at reflux for 2 h. The resulting mixture was purified on RP-HPLC (XBridge C18 column, eluting with a gradient of acetonitrile/water containing 0.1% ammonium hydroxide, at flow rate of 30 mL/min) to give the desired product (0.9 mg, 0.8%). LCMS calculated for C16H20N3O2S (M+H)+: m/z=318.1. Found: 318.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181271B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-2a20092c01bd4831900493e8db6b60c1 |
| Source note | uspto-grants-2015_11 |