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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 469424Generated: October 29, 2026

Diisopropylethylamine → 1-{1-[6-(7-methyl-2-oxo-2,3-dihydro-1H-indol-5-carbonyl)-pyrimidin-4-yl]-piperidin-4-yl}-1,3-dihydro-imidazo[4,5-b]pyridin-2-one

https://huagongshe.com/reaction/469424

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantAcetonitrile--water (1/1)HCID 18373917—
ReactantBms-973013HCID 22293182—
Reactant5-(6-Chloro-pyrimidine-4-carbonyl)-7-methyl-1,3-dihydro-indol-2-oneHCID 58181143—
SolventDimethylformamideHCID 6228—
Product1-{1-[6-(7-methyl-2-oxo-2,3-dihydro-1H-indol-5-carbonyl)-pyrimidin-4-yl]-piperidin-4-yl}-1,3-dihydro-imidazo[4,5-b]pyridin-2-oneHCID 25266271—

Reaction Steps

91 mg (0.42 mmol) 1-piperidin-4-yl-1,3-dihydroimidazo[4,5-b]pyridin-2-one, 120 mg (0.42 mmol) 5-(6-chloro-pyrimidine-4-carbonyl)-7-methyl-1,3-dihydro-indol-2-one and 0.080 mL (0.46 mmol) DIPEA were combined in 2 mL DMF and shaken overnight at RT. Then the reaction mixture was in taken up acetonitrile/water and purified by preparative HPLC-MS. The fractions containing the product were combined and freeze-dried.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08629137B2
Source datasetuspto-grants-2014_01
ORD IDord-a3deff32b91d4d08a626003e1ec7b93b
Source noteuspto-grants-2014_01