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HRID 217586作成日:2026年10月25日

Hydrochloric Acid → {3-[(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-hydroxy-methyl]-2,4-difluoro-phenyl}-carbamic acid benzyl ester

https://huagongshe.com/reaction/217586

反応式

関与物質

役割名称HCID仕込み量
反応物Hydrochloric AcidHCID 313—
反応物Potassium HydroxideHCID 14797—
反応物5-Chloro-1H-pyrrolo[2,3-b]pyridineHCID 24229213—
反応物Benzyl (2,4-difluoro-3-formylphenyl)carbamateHCID 58086235—
溶媒MethanolHCID 887—
生成物{3-[(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-hydroxy-methyl]-2,4-difluoro-phenyl}-carbamic acid benzyl esterHCID 5808793646.6%

反応手順

Into a round bottom flask was added 5-chloro-1H-pyrrolo[2,3-b]pyridine (5, 0.524 g, 3.43 mmol) in 5.00 mL of methanol. Potassium hydroxide (0.800 g, 14.2 mmol) and (2,4-difluoro-3-formyl-phenyl)-carbamic acid benzyl ester (4, 1.02 g, 3.5 mmol) were added and the reaction mixture was stirred overnight. The reaction mixture was poured into 1N hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, filtered and the filtrate concentrated under vacuum and crystallized from ethyl acetate to give the desired compound (6, 710 mg, 46%). MS (ESI) [M+H+]+=444.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08198273B2
出典データセットuspto-grants-2012_06
ORD IDord-f0a4874354a84b36a3e833bf34a2ca59
出典メモuspto-grants-2012_06