Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | 4-Hydroxy-7-phenylsulfanyl-isoquinoline-3-carboxylic acid butyl ester | HCID 66713092 | — |
| Reactant | 3-Amino-2,2-dimethyl-propionic acid TFA salt | HCID 131732215 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 89814593 | HCID 89814593 | 26.7% |
Reaction Steps
A mixture of 4-hydroxy-7-phenylsulfanyl-isoquinoline-3-carboxylic acid butyl ester (60 mg, 0.17 mmol) (prepared according to WO 2004108681), 3-amino-2,2-dimethyl-propionic acid TFA salt (157 mg, 0.68 mmol) and NaOMe (73 mg, 1.36 mmol) in EtOH (2 mL) was heated at 150° C. in a microwave reactor for 6 h. The solvent was evaporated, and the residue was partitioned between water and EtOAc. 1 M HCl was added with vigorous stirring until pH was ˜2. The organic layer was dried over MgSO4 and concentrated. The crude product was purified by column chromatography (0-30% EtOAc/hexanes+2% AcOH) to give 18 mg of the title compound as a yellow solid. MS: (+) m/z 397.11 (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-20df1371fb8d4013a10893c0212da933 |
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| Source note | uspto-grants-2016_08 |
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