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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 469389Generated: October 30, 2026

Diisopropylethylamine → 1-{1-[6-(3,4-Dimethyl-2-oxo-2,3-dihydro-benzoxazole-6-carbonyl)-2-methyl-pyrimidin-4-yl]-piperidin-4-yl}-1,3-dihydro-imidazo[4,5-b]pyridin-2-one

https://huagongshe.com/reaction/469389

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantBms-973013HCID 22293182—
Reactant6-(6-chloro-2-methyl-pyrimidine-4-carbonyl)-3,4-dimethyl-3H-benzoxazol-2-oneHCID 58181137—
SolventDimethylformamideHCID 6228—
Product1-{1-[6-(3,4-Dimethyl-2-oxo-2,3-dihydro-benzoxazole-6-carbonyl)-2-methyl-pyrimidin-4-yl]-piperidin-4-yl}-1,3-dihydro-imidazo[4,5-b]pyridin-2-oneHCID 25269457—

Reaction Steps

65 mg (0.30 mmol) 1-piperidin-4-yl-1,3-dihydroimidazo[4,5-b]pyridin-2-one, 95 mg (0.30 mmol) 6-(6-chloro-2-methyl-pyrimidine-4-carbonyl)-3,4-dimethyl-3H-benzoxazol-2-one and 0.11 mL (0.60 mmol) DIPEA were stirred overnight in 3 mL DMF at RT. Then the reaction mixture was purified by preparative HPLC-MS. The fractions containing the product were combined and the organic solvent was evaporated down i. vac. The residue was neutralised with 4N aqueous sodium hydroxide solution, the precipitate formed was suction filtered, washed with water and dried.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08629137B2
Source datasetuspto-grants-2014_01
ORD IDord-8f4cd6b606c64f2f82b209f5a33c2109
Source noteuspto-grants-2014_01