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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 445676Generated: October 25, 2026

2-Bromopyridine → 1-(1,3-Dimethyl-1H-pyrazol-4-yl)-3-methyl-8-pyridin-2-yl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one

https://huagongshe.com/reaction/445676

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-BromopyridineHCID 7973—
Reactant1-(1,3-dimethyl-1H-pyrazol-4-yl)-3-methyl-8-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-oneHCID 59619623—
Product1-(1,3-Dimethyl-1H-pyrazol-4-yl)-3-methyl-8-pyridin-2-yl-1,3-dihydro-imidazo[4,5-c]quinolin-2-oneHCID 59619758—

Reaction Steps

The title compound was synthesized in a similar manner as described in Example 112 using 1-(1,3-dimethyl-1H-pyrazol-4-yl)-3-methyl-8-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1,3-dihydro-imidazo[4,5-c]quinolin-2-one (Stage 114.1.1, 34.5 mg, 0.082 mmol) and 2-bromopyridine (Aldrich, Buchs, Switzerland, 0.011 ml, 0.114 mmol) to give the title compound as a white solid. (HPLC: tR 2.25 min (Method A); M+H=371 MS-ES; 1H-NMR (d6-DMSO, 400 MHz) 8.98 (s, 1H), 8.67-8.61 (m, 1H), 8.30-8.24 (m, 1H), 8.17-8.06 (m, 3H), 7.94-7.86 (m, 1H), 7.67-7.61 (m, 1H), 7.39-7.32 (m, 1H), 3.95 (s, 3H), 3.57 (s, 3H), 1.95 (s, 3H))

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476294B2
Source datasetuspto-grants-2013_07
ORD IDord-3b6e09e14d8c4055a2f8012c0f6c7f54
Source noteuspto-grants-2013_07