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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846580Generated: November 1, 2026

Diisopropylethylamine → 4-methyl-6-(2-methyl-6-(2-oxo-2,3-dihydro-1H-spiro[[1,8]naphthyridin-4,4'-piperidin]-1'-yl)pyrimidin-4-yloxy)benzo[d]oxazol-2(3H)-one

https://huagongshe.com/reaction/1846580

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1H-Spiro[[1,8]naphthyridine-4,4'-piperidin]-2(3H)-oneHCID 59165775—
ReactantHCID 86663906HCID 86663906—
SolventDimethylformamideHCID 6228—
Product4-methyl-6-(2-methyl-6-(2-oxo-2,3-dihydro-1H-spiro[[1,8]naphthyridin-4,4'-piperidin]-1'-yl)pyrimidin-4-yloxy)benzo[d]oxazol-2(3H)-oneHCID 46243984—

Reaction Steps

26 mg (0.12 mmol) 1H-spiro[[1,8]naphthyridin-4,4′-piperidin]-2(3H)-one, 35 mg (0.12 mmol) 6-(6-chloro-2-methylpyrimidin-4-yloxy)-4-methylbenzo[d]oxazol-2(3H)-one and 42 μL (0.24 mmol) DIPEA in 2.0 mL DMF were stirred for 4 days at 60° C. The reaction mixture was purified by preparative HPLC-MS. The fractions containing product were combined and lyophilised.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952014B2
Source datasetuspto-grants-2015_02
ORD IDord-e7cb16b39ee443bc80fc5c2d96ea1925
Source noteuspto-grants-2015_02