HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2190170Generated: October 31, 2026
Lithium Hydroxide → 5-(N-(5-cyclopropyl-3-(methylcarbamoyl)-2-p-tolylfuro[2,3-b]pyridin-6-yl)methylsulfonamido)pentanoic acid
https://huagongshe.com/reaction/2190170
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | methyl 5-(N-(5-cyclopropyl-3-(methylcarbamoyl)-2-p-tolylfuro[2,3-b]pyridin-6-yl)methylsulfonamido)pentanoate | HCID 58052537 | — |
| Solvent | Methanol tetrahydrofuran water | HCID 21892291 | — |
| Product | acetonitrile water NH4OH | HCID 18967484 | — |
| Product | 5-(N-(5-cyclopropyl-3-(methylcarbamoyl)-2-p-tolylfuro[2,3-b]pyridin-6-yl)methylsulfonamido)pentanoic acid | HCID 58052477 | 90.9% |
Reaction Steps
Methyl 5-(N-(5-cyclopropyl-3-(methylcarbamoyl)-2-p-tolylfuro[2,3-b]pyridin-6-yl)methylsulfonamido)pentanoate (17 mg, 0.033 mmol) was dissolved in MeOH/THF/H2O (2.33 mL, 3:1:3) and LiOH (0.13 mL, 0.13 mmol, 1M solution) was added and the mixture stirred at 23° C. overnight. The reaction was then neutralized by addition of NH4Cl and the aqueous extracted with EtOAc (3×10 mL) then washed with brine and dried over Na2SO4 and evaporated to dryness. HPLC (Basic method/NH4OH/CH3CN/H2O) yielded 5-(N-(5-cyclopropyl-3-(methylcarbamoyl)-2-p-tolylfuro[2,3-b]pyridin-6-yl)methylsulfonamido)pentanoic acid (5 mg, 0.01 mmol, 30%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08324239B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-2be83a186049462da5ea2198136f9bce |
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| Source note | uspto-grants-2012_12 |
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