HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 89813101, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | 4-Amino-2-hydroxybutyric acid, (S)-(-)- | HCID 2733929 | — |
| Reactant | Methyl 4-hydroxy-7-phenoxyisoquinoline-3-carboxylate | HCID 86709142 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Sodium Methoxide | HCID 10942334 | — |
| Product | HCID 89813101 | HCID 89813101 | 92.4% |
Reaction Steps
A mixture of 4-hydroxy-7-phenoxy-isoquinoline-3-carboxylic acid methyl ester (100 mg, 0.34 mmol) and (S)-(−)-4-amino-2-hydroxybutyric acid (122 mg, 1.02 mmol) in 0.5 N NaOMe in MeOH solution (1.4 mL, 0.7 mmol) was microwaved at 120° C. for 1 h. Reaction mixture was diluted with water (100 mL), acidified by 1 N HCl aqueous solution to pH=3-4 and extracted with EtOAc. Organic layer was washed with brine, dried over Mg2SO4, filtered and concentrated to provide the title compound (120 mg, 0.31 mmol) in 92.4% yield. LC-MS ESI−: 381.05 (M−1)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09409892B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-39e2580ab0cb452995d53875025a4fa0 |
| Source note | uspto-grants-2016_08 |