Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | HCID 89812985 | HCID 89812985 | — |
| Reactant | HCID 89813085 | HCID 89813085 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 131736618 | HCID 131736618 | — |
Reaction Steps
A mixture of 1-cyano-4-hydroxy-7-(2-methoxy-phenoxy)-isoquinoline-3-carboxylic acid methyl ester (20 mg, 0.06 mmol), (S)-3-amino-2-hydroxy-2-methylpropanoic acid hydrochloride (20 mg, 0.13 mmol) and NaOMe (14 mg, 0.25 mmol) in MeOH (2 mL) was heated at 140° C. in a microwave for 2 hours. The solvent was removed in vacuo and the residue oil was purified by flash chromatography (0-50% EtOAc/hexanes) to give the title compound in 9 mg. 1H NMR (CDCl3, 200 MHz): δ=13.78 (s, 1H), 8.39 (d, 1H, J=9.8 Hz), 8.20 (t, 1H, J=5.9 Hz), 7.60-7.42 (m, 4H), 7.32-7.24 (m, 1H), 7.18-7.12 (m, 2H), 4.11-3.93 (m, 1H), 3.82 (s, 3H), 3.61-3.51 (m, 2H), 1.50 (s, 3H).
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-b59e912ddc634624a55895236cb04bd0 |
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| Source note | uspto-grants-2016_08 |
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