Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | (3R)-3-Aminopentanoic acid | HCID 14731979 | — |
| Reactant | Sodium methanolate methanol | HCID 23694274 | — |
| Reactant | Methyl 1-cyano-4-hydroxy-7-phenoxyisoquinoline-3-carboxylate | HCID 89812860 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 71737377 | HCID 71737377 | 73% |
Reaction Steps
1-Cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carboxylic acid methyl ester (75 mg, 0.234 mmol) and 3-(R)-amino-pentanoic acid (82 mg, 0.7 mmol) were placed in a CEM 10 mL Microwave vessel and sodium methoxide-methanol solution (0.5M; 1.4 mL, 0.7 mmol) was added via syringe. The vessel was sealed and heated to 130° C. in a CEM microwave apparatus for 150 minutes. The reaction mixture was diluted with water and treated with 1N hydrochloric acid. The crude precipitate was purified by MPLC (methylene chloride-ethyl acetate) to provide the title compound as an off-white solid in 73% yield. MS ESI(−) m/e: 403.9928 (M−1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09409892B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-758ed70224924fa4aef0fb8b0feb546a |
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| Source note | uspto-grants-2016_08 |
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