HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Methoxide → HCID 71736261, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | HCID 89813152 | HCID 89813152 | — |
| Reactant | 3-Amino-2,2-dimethyl-propionic acid TFA salt | HCID 131732215 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 71736261 | HCID 71736261 | — |
Reaction Steps
Butyl 1-cyano-4-hydroxy-6-(o-tolyloxy)isoquinoline-3-carboxylate (11 mg, 0.03 mmol), 3-amino-2,2-dimethyl-propionic acid TFA salt (27.1 mg, 0.12 mmol) and NaOMe (12.3 mg, 0.23 mmol) in EtOH (3 mL) were heated at 150° C. in a microwave for 90 minutes. The solvent was removed in vacuo and the residue was dissolved in H2O (15 mL) and EtOAc (15 mL). To the stirred mixture was added 1 N hydrochloric acid until pH was 1. The layers were separated and the aqueous layer was extracted twice with EtOAc. The combined organic layers were dried over MgSO4, concentrated, and purified by flash chromatography (0-25% MeOH/CH2Cl2) to give the title compound in 7 mg. MS: (−) m/z 417.94 (M−1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09409892B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-81f2d9d6b3ff48bc941525f709520483 |
| Source note | uspto-grants-2016_08 |