HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2R)-2-hydroxypropanamide → HCID 178462240, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2R)-2-hydroxypropanamide | HCID 1530236 | — |
| Reactant | Triethyloxonium tetrafluoroborate | HCID 2723982 | — |
| Reactant | HCID 178504876 | HCID 178504876 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178462240 | HCID 178462240 | 1.2% |
Reaction Steps
A mixture of (2R)-2-hydroxypropanamide (52 mg, 0.59 mmol) and triethyloxonium tetrafluoroborate (0.11 g, 0.59 mmol) in tetrahydrofuran (1 mL) became a solution after stirring for 15 min. After another 45 min, this solution was added to a mixture of N7-{trans-4-[2-(methylsulfonyl)ethyl]cyclohexyl}thieno[3,2-b]pyridine-6,7-diamine (83 mg, 0.23 mmol) in ethanol (2 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, 1.1%). LCMS calculated for C19H26N3O3S2 (M±H)+: m/z=408.1. Found: 408.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181271B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-08ccaa2a5a40457d90ce2c41616a7b01 |
| Source note | uspto-grants-2015_11 |