Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | HCID 67528967 | HCID 67528967 | — |
| Product | HCID 67529335 | HCID 67529335 | 80% |
Reaction Steps
4-Cyano-2-fluoro-5-methoxybenzoic acid (75 mg; 0.38 mmol; 1 eq.) was dissolved in MeOH (1 mL). The solution was cooled down to 0° C. SOCl2 (0.11 mL; 1.54 mmol; 4 eq.) was added dropwise. After addition, the reaction mixture was stirred at RT overnight. As the reaction was complete, solvents were evaporated. The crude mixture was dissolved in EtOAc and washed with NaHCO3 sat and brine. The organic phase was dried over MgSO4, filtrated and evaporated, affording the title product as an orange solid (64 mg; 80%). HPLC (Method A) Rt 3.68 min (Purity: 94.5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08202865B2 |
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| Source dataset | uspto-grants-2012_06 |
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| ORD ID | ord-cb4b67bf92c4459996cc1620c0652c34 |
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| Source note | uspto-grants-2012_06 |
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