Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | HCID 67254548 | HCID 67254548 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 22046447 | HCID 22046447 | 93% |
Reaction Steps
To a stirred suspension of 3-methoxy-4-(3-pyrazin-2-yl-ureido)-benzoic acid methyl ester (6.07 g, 20 mmol) in 200 mL 3:1 MeOH:H2O at room temperature under nitrogen was added lithium hydroxide monohydrate (8.4 g, 200 mmol) and the reaction heated to 65° C. overnight. The reaction was then cooled to room temperature and most of the methanol removed by rotary evaporation. The remaining suspension was neutralized to pH about 4 with concentrated HCl. The formed precipitate was isolated by filtration and rinsing with H2O and then drying under high vacuum to give the desired acid as a white solid (5.34 g, 93%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07608618B2 |
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| Source dataset | uspto-grants-2009_10 |
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| ORD ID | ord-bb7a4df55957453d9dcdf42e481c4698 |
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| Source note | uspto-grants-2009_10 |
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