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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 476055Generated: October 27, 2026

Sodium Hydroxide → 1-Cyclobutyl-6-cyclopropyl-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid

https://huagongshe.com/reaction/476055

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 1-cyclobutyl-6-cyclopropyl-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylateHCID 68079207—
SolventEthanolHCID 702—
Product1-Cyclobutyl-6-cyclopropyl-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acidHCID 67124357—

Reaction Steps

The title compound was prepared in the same manner as described for intermediate 46 using ethyl 1-cyclobutyl-6-cyclopropyl-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylate (550 mg, 1.837 mmol), sodium hydroxide (3 ml, 3.00 mmol), and ethanol (30 mL) wherein the stir time was 1 h. The final product was collected as 0.490 g (98%). LCMS E-S (M+H)=272.5 1H NMR (400 MHz, DMSO-d6) δ ppm 1.03-1.10 (m, 4H), 1.80-1.91 (m, 2H), 2.26-2.43 (m, 3H), 2.58 (s, 3H), 2.59-2.71 (m, 2H), 5.35 (dq, J=8.59, 8.42 Hz, 1H), 7.44 (s, 1H), 13.73 (br. s., 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637509B2
Source datasetuspto-grants-2014_01
ORD IDord-f5d8f8b4239b4b5e8ee2663825a63304
Source noteuspto-grants-2014_01