HuagongsheHuagongshe Chemistry Print Report · For research reference only
Glycine → {[1-Cyano-4-hydroxy-6-(4-propoxy-phenoxy)-isoquinoline-3-carbonyl]-amino}-acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Glycine | HCID 750 | — |
| Reactant | Sodium methanolate methanol | HCID 23694274 | — |
| Reactant | 1-Cyano-4-hydroxy-6-(4-propoxy-phenoxy)-isoquinoline-3-carboxylic acid butyl ester | HCID 67110265 | — |
| Product | {[1-Cyano-4-hydroxy-6-(4-propoxy-phenoxy)-isoquinoline-3-carbonyl]-amino}-acetic acid | HCID 24780549 | 117.5% |
Reaction Steps
A mixture of 1-cyano-4-hydroxy-6-(4-propoxy-phenoxy)-isoquinoline-3-carboxylic acid butyl ester (200 mg, 0.422 mmol), glycine (633 mg, 8.43 mmol) and NaOMe/MeOH solution (12.7 mL, 6.33 mmol) was refluxed overnight. Then the mixture was concentrated in vacuo and the residue was dissolved in water. The solution was acidified with 2 M HCl to pH=3˜4. The resulting precipitate was collected by filtration, washed with water, and freeze-dried to give the title compound as a powder (209 mg); ESI MS (m/z): 422 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08759373B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-c578ad9fdfd64a64aee8c9716f7c3ec2 |
| Source note | uspto-grants-2014_06 |