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HRID 639480作成日:2026年10月27日

N,O-bis(trimethylsilyl)acetamide → 2-(furan-2-yl)-7H-pyrrolo[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5-amine

https://huagongshe.com/reaction/639480

反応式

関与物質

役割名称HCID仕込み量
反応物N,O-bis(trimethylsilyl)acetamideHCID 6913588—
反応物N'-(2-amino-7H-pyrrolo[2,3-d]pyrimidin-4-yl)furan-2-carbohydrazideHCID 68413686—
反応物4,4,5,5,6,6-hexamethyl-3H-azadisilineHCID 131718991—
生成物2-(furan-2-yl)-7H-pyrrolo[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5-amineHCID 136387836—

反応条件

温度120 °C

反応手順

A mixture of the title A compound, N′-(2-amino-7H-pyrrolo[2,3-d]pyrimidin-4-yl)furan-2-carbohydrazide (0.4 g, 1.55 mmol), N,O-bis(trimethylsilyl)acetamide (1.89 g, 9.3 mmol) and 2 mL of hexamethyldisilazine is heated at 120° C. overnight. After removing volatiles under vacuum, the residue is washed with 5 mL of water and the collected solid is purified by flash chromatography using EtOAc/MeOH (95/5) as eluent to give 2-(furan-2-yl)-7H-pyrrolo[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5-amine: LC/MS (M+1=241.0). 1H NMR (DMSO-d6, 400 MHz) δ 6.57 (m, 1H), 6.70 (m, 1H), 7.01 (m, 1H), 7.18 (m, 1H), 7.36 (brs, 2H, NH2), 7.89 (s, 1H), 11.6 (br s, NH-pyrrole).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07691869B2
出典データセットuspto-grants-2010_04
ORD IDord-db56f115daab46ff91e33024468c9e0d
出典メモuspto-grants-2010_04