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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1640272Generated: October 31, 2026

Diisopropylethylamine → 1-(6-(5-fluoroindoline-1-carbonyl)pyrimidin-4-yl)spiro[piperidine-4,4'-pyrido[2,3-d][1,3]oxazin]-2'(1'H)-one

https://huagongshe.com/reaction/1640272

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(6-Chloro-pyrimidin-4-yl)-(5-fluoro-2,3-dihydro-indol-1-yl)-methanoneHCID 58117506—
ReactantSpiro[piperidine-4,4'-pyrido[2,3-d][1,3]oxazin]-2'(1'H)-one hydrochlorideHCID 66687106—
SolventDimethylformamideHCID 6228—
Product1-(6-(5-fluoroindoline-1-carbonyl)pyrimidin-4-yl)spiro[piperidine-4,4'-pyrido[2,3-d][1,3]oxazin]-2'(1'H)-oneHCID 58117478—

Reaction Steps

0.10 g (0.36 mmol) (6-chloro-pyrimidin-4-yl)-(5-fluoro-2,3-dihydro-indol-1-yl)-methanone were added to 92 mg (0.36 mmol) spiro[piperidine-4,4′-pyrido[2,3-d][1,3]oxazin]-2′(1′H)-one-hydrochloride and 146 μL (0.84 mmol) DIPEA in 1.8 mL DMF. The reaction mixture was stirred overnight at RT. Then the reaction mixture was purified by preparative HPLC-MS. The product fractions were combined and lyophilised.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08110575B2
Source datasetuspto-grants-2012_02
ORD IDord-45421bb3cf494b5d95ce255a3820d649
Source noteuspto-grants-2012_02