HuagongsheHuagongshe Chemistry Print Report · For research reference only
Glycine → HCID 24780837, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Glycine | HCID 750 | — |
| Reactant | HCID 67110529 | HCID 67110529 | — |
| Solvent | Sodium methanolate methanol | HCID 23694274 | — |
| Product | HCID 24780837 | HCID 24780837 | 83.3% |
Reaction Steps
A mixture of 6-chloro-1-cyano-4-hydroxy-isoquinoline-3-carboxylic acid butyl ester (99 mg, 0.33 mmol) and glycine (1.84 g, 24.49 mmol) in 0.5 M sodium methoxide/methanol (32.6 mL) was refluxed for twenty-one hours before it was cooled to room temperature and concentrated in vacuo. The residue was dissolved in water (40 mL) and the solution washed with dichloromethane (3×50 mL). The remaining aqueous layer was acidified to pH=3 with 1N HCl. The suspension was extracted with ethyl acetate (50 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated in vacuo to give the title compound as a white solid (84 mg): MS: (+) m/z 306.27 (M+1); (−) m/z 304.26 (M−1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09174976B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-c8f4785fcf0a4c36a3b48389376907cd |
| Source note | uspto-grants-2015_11 |