HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2R)-2-hydroxypropanamide → HCID 178471802, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2R)-2-hydroxypropanamide | HCID 1530236 | — |
| Reactant | Triethyloxonium tetrafluoroborate | HCID 2723982 | — |
| Reactant | HCID 178471803 | HCID 178471803 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178471802 | HCID 178471802 | 86% |
Reaction Steps
A mixture of (2R)-2-hydroxypropanamide (170 mg, 1.9 mmol) and triethyloxonium tetrafluoroborate (0.36 g, 1.9 mmol) in tetrahydrofuran (2 mL) was stirred at room temperature for 1 h and then concentrated. A mixture of ethyl {trans-4-[(6-aminothieno[3,2-b]pyridin-7-yl)amino]cyclohexyl}acetate (150 mg, 0.45 mmol) and the above made reagent in ethanol (4.8 mL) was heated at reflux for 2 h. The mixture was concentrated and purified on silica gel column (eluting with 0-5% MeOH in methylene chloride) to give the desired product (0.15 g, 86%). LCMS calculated for C20H26N3O3S (M+H)+: m/z=388.2. Found: 388.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181271B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-6208681d2e784968bb5f63a8d0452ed1 |
| Source note | uspto-grants-2015_11 |