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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846540Generated: October 30, 2026

Diisopropylethylamine → 1-(6-(2,4-dimethyl-1H-benzo[d]imidazol-6-yloxy)pyrimidin-4-yl)spiro[piperidine-4,4'-pyrido-[2,3-d][1,3]oxazin]-2'(1'H)-one

https://huagongshe.com/reaction/1846540

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantSpiro[piperidine-4,4'-pyrido[2,3-d][1,3]oxazin]-2'(1'H)-one hydrochlorideHCID 66687106—
Reactant6-(6-chloro-pyrimidin-4-yloxy)-2,4-dimethyl-1H-benzimidazoleHCID 86663908—
SolventDimethylformamideHCID 6228—
Product1-(6-(2,4-dimethyl-1H-benzo[d]imidazol-6-yloxy)pyrimidin-4-yl)spiro[piperidine-4,4'-pyrido-[2,3-d][1,3]oxazin]-2'(1'H)-oneHCID 46244597—

Reaction Steps

0.15 g (0.59 mmol) spiro[piperidine-4,4′-pyrido[2,3-d][1,3]oxazin]-2′(1′H)-one hydrochloride, 0.15 g (0.55 mmol) 6-(6-chloro-pyrimidin-4-yloxy)-2,4-dimethyl-1H-benzimidazole and 0.31 mL (1.8 mmol) DIPEA were combined in 1.5 mL DMF and stirred first of all overnight at RT then for 2 h at 50° C. The reaction mixture was purified by preparative HPLC-MS. The product-containing fractions were combined and the acetonitrile was evaporated down. The residue was made alkaline with 4N aqueous sodium hydroxide solution, the precipitate formed was suction filtered, washed with water and dried under HV.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952014B2
Source datasetuspto-grants-2015_02
ORD IDord-1e631c0d183a4802aa7816e7ffa94c3c
Source noteuspto-grants-2015_02