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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 564551Generated: October 31, 2026

Lithium Hydroxide → 3-[({[1,6-Diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}amino)carbonyl]benzoic Acid

https://huagongshe.com/reaction/564551

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
ReactantMethyl 3-[({[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}amino)carbonyl]benzoateHCID 57813262—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product3-[({[1,6-Diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}amino)carbonyl]benzoic AcidHCID 5781327785%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of methyl 3-[({[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}amino)carbonyl]benzoate (705 mg, 1.514 mmol) in MeOH (4.5 mL) and H2O (2.250 mL) was added LiOH (181 mg, 7.57 mmol). This mixture was heated in a microwave at 80° C. for 30 min. The reaction mixture was concentrated, acidified with HCl to ph ˜5, filtered, and washed with MeOH/H2O (20%) to afford 0.5813 g (85%) of the title compound. LC-MS m/z 452 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08067408B2
Source datasetuspto-grants-2011_11
ORD IDord-beff84b1c64f4d9091a970c8d50fd004
Source noteuspto-grants-2011_11