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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 476045Generated: October 26, 2026

1-Cyclohexyl-3-methyl-1H-pyrazol-5-amine → Ethyl 1-cyclohexyl-6-cyclopropyl-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylate

https://huagongshe.com/reaction/476045

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Cyclohexyl-3-methyl-1H-pyrazol-5-amineHCID 4571951—
ReactantEthyl 4-cyclopropyl-2,4-dioxobutanoateHCID 16779961—
ProductEthyl 1-cyclohexyl-6-cyclopropyl-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylateHCID 67124309—

Reaction Steps

The title compound was prepared in the same manner as described for intermediate 37 using 1-(1-cyclohexyl)-3-methyl-1H-pyrazol-5-amine (500 mg, 2.79 mmol) and ethyl 4-cyclopropyl-2,4-dioxobutanoate (514 mg, 2.79 mmol). The final product was collected as a solid, 0.827 g (91%). LCMS E-S (M+H)=328.3 1H NMR (400 MHz, DMSO-d6) δ ppm 1.01-1.10 (m, 3H), 1.20-1.30 (m, 1H), 1.37 (t, J=7.07 Hz, 3H), 1.41-1.52 (m, 2H), 1.70 (d, 1H), 1.79-1.98 (m, 6H), 2.30-2.38 (m, 1H), 2.54 (s, 3H), 4.42 (q, J=7.07 Hz, 2H), 4.60-4.74 (m, 1H), 7.44 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637509B2
Source datasetuspto-grants-2014_01
ORD IDord-93c4ba1775a64478a113ef554ad98130
Source noteuspto-grants-2014_01