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HRID 324414作成日:2026年10月26日

5-Bromo-2,4-bis(1,1-dimethylethoxy)pyrimidine → (+/-)-4-(2,4-Bis(1,1-dimethylethoxy)pyrimidin-5-yl)-7-ethyl-2-methyl-9,10-dihydro-4H-benzo[5,6]cyclohepta[1,2-d]oxazol-4-ol

https://huagongshe.com/reaction/324414

反応式

関与物質

役割名称HCID仕込み量
反応物5-Bromo-2,4-bis(1,1-dimethylethoxy)pyrimidineHCID 818851—
反応物7-Ethyl-9,10-dihydro-2-methyl-4H-benzo[5,6]cyclohepta[1,2-d]oxazol-4-oneHCID 22003584—
反応物ButyllithiumHCID 178418339—
溶媒TetrahydrofuranHCID 8028—
生成物(+/-)-4-(2,4-Bis(1,1-dimethylethoxy)pyrimidin-5-yl)-7-ethyl-2-methyl-9,10-dihydro-4H-benzo[5,6]cyclohepta[1,2-d]oxazol-4-olHCID 70113732—

反応手順

A stirred solution of the product from example 1 step (vi) (3.60 g) in tetrahydrofuran (30 ml) at −70° C. was treated dropwise with n-butyllithium (4.75 ml of a 2.5M solution in hexanes) and stirred for 30 minutes. A solution of the product from example 3 step (vi) (2.60 g) in tetrahydrofuran (30 ml) was added dropwise and the reaction stirred at room temperature for 3 hours. The reaction was partitioned between brine and ethyl acetate and the organics dried (MgSO4) and evaporation under reduced pressure gave a brown oil. Purification was by column chromatography eluting with 50% ethyl acetate in isohexane.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06218376B1
出典データセットuspto-grants-2001_04
ORD IDord-de09f20e06da4423975a7f432516d2af
出典メモuspto-grants-2001_04