HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-(1-Cyano-4-hydroxy-7-(4methoxyphenoxy)isoquinoline-3-carboxamido)-3-methylbutanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 3-Amino-3-methylbutanoic acid | HCID 2760933 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | 1-Cyano-4-hydroxy-7-(4-methoxy-phenoxy)-isoquinoline-3-carboxylic acid methyl ester | HCID 89813217 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | 3-(1-Cyano-4-hydroxy-7-(4methoxyphenoxy)isoquinoline-3-carboxamido)-3-methylbutanoic acid | HCID 89812866 | 21.7% |
Reaction Steps
A mixture of 1-cyano-4-hydroxy-7-(4-methoxy-phenoxy)-isoquinoline-3-carboxylic acid methyl ester (100 mg) and 3-amino-3-methyl-butyric acid (100 mg) and NaOMe (45 mg) in DMA (1.5 mL) was microwaved at 150° C. for 3 h. The mixture was cooled, diluted with water, acidified with 2 M HCl solution, solids were collected with filtration, washed with water, air dried then the residue was further column purified to give the desired product (27 mg). LC MS ESI+: 436 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09409892B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-027b42c33085474d978f4a47907b90f4 |
| Source note | uspto-grants-2016_08 |