HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 472924Generated: November 1, 2026
Sodium Hydroxide → HCID 67216236, compound
https://huagongshe.com/reaction/472924
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Potassium bisulfate | HCID 516920 | — |
| Reactant | HCID 67216189 | HCID 67216189 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 67216236 | HCID 67216236 | — |
Reaction Steps
1.67 ml (1.67 mmol) of a 1N aqueous sodium hydroxide solution are added to 0.272 g (0.84 mmol) of methyl 3-(4-amino-3-methoxybenzoyl)imidazo[1,5-a]pyridine-1-carboxylate obtained in example 150 in 12 ml of a mixture (1/1) of dioxane and methanol. After heating at reflux for 2 hours, the reaction medium is concentrated under reduced pressure. The residue is taken up in water and then acidified with 0.239 g (1.7 mmol) of potassium hydrogensulfate. The precipitate formed is filtered off, washed with water and ethyl ether, and dried. 0.22 g of an orange solid is collected, which solid is salified in the sodium salt.2.55H2O form. Melting point: 226° C.; 1H NMR (d6-DMSO): 3.86 (3H, s), 6.71 (1H, d), 7.06-7.11 (1H, m), 7.24-7.30 (1H, m), 7.89 (1H, s), 8.34 (1H, d), 8.59 (1H, d), 9.63 (1H, d)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08633216B2 |
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| Source dataset | uspto-grants-2014_01 |
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| ORD ID | ord-c3f4362c11db41f0828ecf8347e4fbbb |
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| Source note | uspto-grants-2014_01 |
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