Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | HCID 178429078 | HCID 178429078 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178494181 | HCID 178494181 | 102.4% |
Reaction Steps
A mixture of 2-chloro-4-hydroxy-6-methylnicotinonitrile (2.0 g, 11.9 mmol), sodium methanolate (3.2 g, 59.5 mmol) in methanol (20 mL) was stirred at 60° C. overnight under N2. The mixture was quenched with HCl (1M) to pH=2. It was partitioned between water (500 mL) and ethyl acetate (500 mL), the organic layer was dried and concentrated to afford 4-hydroxy-2-methoxy-6-methylnicotinonitrile (2.0 g brown solid, 100% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09371331B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-3b45ad59582343a1b06c0a870144f366 |
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| Source note | uspto-grants-2016_06 |
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