HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 1-(Aminomethyl)cyclobutanecarboxylate → 1-{[(4-Hydroxy-7-phenoxy-isoquinoline-3-carbonyl)-amino]-methyl}-cyclobutanecarboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 1-(Aminomethyl)cyclobutanecarboxylate | HCID 25918829 | — |
| Reactant | Methyl 4-hydroxy-7-phenoxyisoquinoline-3-carboxylate | HCID 86709142 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-{[(4-Hydroxy-7-phenoxy-isoquinoline-3-carbonyl)-amino]-methyl}-cyclobutanecarboxylic acid methyl ester | HCID 117843682 | 50.5% |
Reaction Steps
A mixture of 4-hydroxy-7-phenoxy-isoquinoline-3-carboxylic acid methyl ester (110 mg, 0.37 mmol) and 1-aminomethyl-cyclobutanecarboxylic acid methyl ester (159 mg, 1.11 mmol, available from Ukrorgsyntez Ltd) in MeOH (2 mL) was microwaved at 150° C. for 500 min; cooled, concentrated, the residue was partitioned between EtOAc and diluted HCl solution, EtOAc phase was washed with water and diluted NaCl solution, dried over anhydrous sodium sulfate, filtered, concentrated and column purified to give product (76 mg). LC MS ESI+: 407 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09409892B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-effa3885ea85486787179204f02a4ba1 |
| Source note | uspto-grants-2016_08 |