Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 90403870 | HCID 90403870 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 90403914 | HCID 90403914 | 63% |
Reaction Steps
A 2M solution of aqueous sodium hydroxide (620 microliters (μL), 1.2 mmol) was added to a stirred suspension of methyl 4-amino-6-(benzo[c][1,2,5]oxadiazol-5-yl)-3-chloro-5-fluoropicolinate (200 mg, 0.62 mmol) in methanol (1.3 mL) at 23° C. The heterogeneous light brown mixture was stirred at 23° C. for 72 h. The reaction mixture was adjusted to approximately pH=4 via dropwise addition of concentrated hydrochloric acid and concentrated via rotary evaporation. The residue was slurried in water and vacuum filtered to afford the title compound (120 mg, 63% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09006250B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-8a127cf0361f40cdab1925bbadc908f2 |
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| Source note | uspto-grants-2015_04 |
|---|