HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 89812850, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-Amino-2-hydroxybutyric acid, (S)-(-)- | HCID 2733929 | — |
| Reactant | Sodium methanolate methanol | HCID 23694274 | — |
| Reactant | Methyl 1-cyano-4-hydroxy-7-phenoxyisoquinoline-3-carboxylate | HCID 89812860 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 89812850 | HCID 89812850 | 93.5% |
Reaction Steps
A mixture of 1-cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carboxylic acid methyl ester (100 mg, 0.31 mmol) and 4-amino-2-(S)-hydroxy-butyric acid (112 mg, 0.94 mmol) (Aldrich) in 0.5 M NaOMe/MeOH (1.25 mL, 0.63 mmol) was microwaved at 120° C. for 1 h. Reaction mixture was diluted with water (60 mL), acidified by 1 N HCl to pH=3-4 and extracted with EtOAc. The organic layer was washed with brine, dried over MgSO4, filtered and concentrated to provide the title compound 119 mg (0.29 mmol) in 93% yield. LC-MS ESI−: 406.00 (M−1)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09409892B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-6dd230de89e743b29b9753aa32e6d5d4 |
| Source note | uspto-grants-2016_08 |