HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2R)-2-hydroxypropanamide → HCID 178462242, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2R)-2-hydroxypropanamide | HCID 1530236 | — |
| Reactant | Triethyloxonium tetrafluoroborate | HCID 2723982 | — |
| Reactant | HCID 178511273 | HCID 178511273 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178462242 | HCID 178462242 | 2.9% |
Reaction Steps
A mixture of (2R)-2-hydroxypropanamide (40 mg, 0.4 mmol) and triethyloxonium tetrafluoroborate (89 mg, 0.47 mmol) in tetrahydrofuran (0.4 mL) became a solution after stirring for 15 min. After another 45 min, this solution was added to a mixture of cis-4-[(6-aminothieno[3,2-b]pyridin-7-yl)amino]cyclohexanecarbonitrile (32 mg, 0.12 mmol) in ethanol (0.74 mL) and heated at reflux overnight. 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 (1.1 mg, 2.9%). LCMS calculated for C17H19N4OS (M+H)+: m/z=327.1. Found: 327.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181271B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-e4dc4b46df324235a74b3d2211a77228 |
| Source note | uspto-grants-2015_11 |