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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1959612Generated: October 27, 2026

1H-Pyrazol-4-ol → 2-Methyl-4-[1-(tetrahydro-pyran-2-yl)-4-(tetrahydro-pyran-2-yloxy)-1H-pyrazol-3-yl]-quinolin-8-ol

https://huagongshe.com/reaction/1959612

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1H-Pyrazol-4-olHCID 119218—
ReactantHCID 44190473HCID 44190473—
Reactant4-Bromo-2-methyl-quinolin-8-olHCID 67077159—
Reactant2-Methyl-4-(1-methyl-1H-imidazol-2-yl)-quinolin-8-olHCID 135950306—
Product2-Methyl-4-[1-(tetrahydro-pyran-2-yl)-4-(tetrahydro-pyran-2-yloxy)-1H-pyrazol-3-yl]-quinolin-8-olHCID 136346376—

Reaction Steps

THP protection of 1H-Pyrazol-4-ol (420 mg. 2.06 mmol) according to the synthesis of 3-bromo-5-chloro-4-(tetrahydro-pyran-2-yloxymethyl)-pyridine subsequent coupling with 4-bromo-2-methyl-quinolin-8-ol according to the synthesis of 2-methyl-4-(1-methyl-1H-imidazol-2-yl)-quinolin-8-ol and flash chromatographic purification yielded the title compound. MS (m/z): 410.0 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410134B2
Source datasetuspto-grants-2013_04
ORD IDord-a8b4ad7935a7471e87d6b559a8a738a9
Source noteuspto-grants-2013_04