Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 68276311 | HCID 68276311 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68276009 | HCID 68276009 | 63.3% |
Reaction Steps
To a stirred solution of methyl 2-bromo-5-(diisopentylcarbamoyl)pyrazolo[1,5-a]pyridine-3-carboxylate (0.47 g, 1.072 mmol) in THF (15 ml) and MeOH (15 ml) was added 2M aqueous LiOH solution (10.00 ml, 20 mmol). The mixture was stirred at 30° C. for 4 h then concentrated partially, acidified with 1N HCl and extracted with ethyl acetate (3×40 ml). The combined organics were dried over anhydrous sodium sulphate, filtered and concentrated. The orange solid was triturated with methyl tert-butyl ether (10 ml) to afford 2-bromo-5-(diisopentylcarbamoyl)pyrazolo[1,5-a]pyridine-3-carboxylic acid (0.291 g, 0.679 mmol, 63.3% yield) LCMS m/z 424.1, 426.1 (M+H)+, ret. time=2.21 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09018395B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-21b6f7a270ed4208985e6ddc83b9b609 |
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| Source note | uspto-grants-2015_04 |
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