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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2096366Generated: October 26, 2026

Diisopropylethylamine → 4-methyl-6-(6-(2'-oxo-2',3'-dihydro-1'H-spiro[piperidin-4,4'-quinazolin]-1-yl)pyrimidine-4-carbonyl)benzo[d]oxazol-2(3H)-one

https://huagongshe.com/reaction/2096366

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1'H-Spiro[piperidine-4,4'-quinazolin]-2'(3'H)-oneHCID 49760350—
Reactant6-(6-chloropyrimidine-4-carbonyl)-4-methyl-3H-benzoxazol-2-oneHCID 58181206—
SolventDimethylformamideHCID 6228—
Product4-methyl-6-(6-(2'-oxo-2',3'-dihydro-1'H-spiro[piperidin-4,4'-quinazolin]-1-yl)pyrimidine-4-carbonyl)benzo[d]oxazol-2(3H)-oneHCID 25229661—

Reaction Steps

144 mg (0.500 mmol) 6-(6-chloropyrimidine-4-carbonyl)-4-methyl-3H-benzoxazol-2-one, 108 mg (0.500 mmol) 1′H-spiro[piperidin-4,4′-quinazolin]-2′(3′H)-one and 0.174 mL (1.00 mmol) DIPEA were combined in 5.0 mL DMF and stirred overnight at RT. The reaction mixture was purified by preparative HPLC, the fractions containing the product were combined and the organic solvent was eliminated i.vac. The aqueous phase was neutralised by the addition of 4N aqueous NaOH solution. The product precipitated as a solid was filtered off, washed with water and dried.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450327B2
Source datasetuspto-grants-2013_05
ORD IDord-abfc4ac1092f4c77925486600cb84c06
Source noteuspto-grants-2013_05