HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 490883Generated: October 25, 2026
Sodium Hydroxide → 1-Ethyl-4-((tetrahydro-2H-pyran-4-yl)amino)-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid
https://huagongshe.com/reaction/490883
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ethyl 1-ethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate | HCID 10336025 | — |
| Solvent | Water ethanol | HCID 19096565 | — |
| Product | 1-Ethyl-4-((tetrahydro-2H-pyran-4-yl)amino)-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid | HCID 53487829 | 86% |
Reaction Steps
A solution of Intermediate 16 (37.8 g) in ethanol:water (4:1, 375 ml) was treated with sodium hydroxide (18.9 g). The mixture was heated at 50° C. for 5 hours, then concentrated in vacuo, dissolved in water and acidified to pH 2 with aqueous hydrochloric acid (2M). The resultant white solid was removed by filtration and dried under vacuum to afford Intermediate 17 as an off-white solid (29.65 g). LCMS showed MH+=291; TRET=2.17 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07528148B2 |
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| Source dataset | uspto-grants-2009_05 |
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| ORD ID | ord-e37b1a84d9614e208086ce53c62d8691 |
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| Source note | uspto-grants-2009_05 |
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