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HRID 1750254作成日:2026年10月27日

4-Toluenesulfonyl chloride → 5-Bromo-4-Chloro-7-Tosyl-7H-Pyrrolo[2,3-D]Pyrimidine

https://huagongshe.com/reaction/1750254

反応式

関与物質

役割名称HCID仕込み量
反応物4-Toluenesulfonyl chlorideHCID 7397—
反応物Sodium HydroxideHCID 14798—
反応物5-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidineHCID 5380710—
溶媒AcetoneHCID 180—
溶媒WaterHCID 962—
生成物5-Bromo-4-Chloro-7-Tosyl-7H-Pyrrolo[2,3-D]PyrimidineHCID 57750282—

反応手順

4-Methylbenzenesulfonyl chloride (5.21 g, 27.3 mmol) was added to a suspension of 5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine (6.34 g, 27.3 mmol) in acetone (70 mL). After addition of an aqueous solution of sodium hydroxide (1.11 g, 27.8 mmol in 15 mL water), the reaction mixture was stirred at room temperature for 16 hours. The mixture was then diluted with water (125 mL), stirred for 10 minutes, and filtered. The collected solids were washed with water to afford the product as a solid, Yield: 8.88 g, 23.0 mmol, 84%. LCMS m/z 385.9, 387.9, 389.8 [M+H+]. 1H NMR (400 MHz, DMSO-d6) δ 8.84 (s, 1H), 8.42 (s, 1H), 8.06 (br d, J=8.4 Hz, 2H), 7.46-7.51 (m, 2H), 2.37 (br s, 3H).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09156845B2
出典データセットuspto-grants-2015_10
ORD IDord-76d34c1edc30447f81a8dc09cafb5ffe
出典メモuspto-grants-2015_10