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HRID 2040396作成日:2026年10月26日

Triethylamine → (R)-(-)-N-(1,1,3-trimethylindan-4-yl)-1,3,5-trimethylpyrazole-4-carboxamide

https://huagongshe.com/reaction/2040396

反応式

関与物質

役割名称HCID仕込み量
反応物TriethylamineHCID 8471—
反応物trimethyl-1H-pyrazole-4-carbonyl chlorideHCID 13637622—
反応物(3R)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-amineHCID 14535936—
触媒4-(Dimethylamino)pyridineHCID 14284—
溶媒TetrahydrofuranHCID 8028—
生成物(R)-(-)-N-(1,1,3-trimethylindan-4-yl)-1,3,5-trimethylpyrazole-4-carboxamideHCID 5475649063.8%

反応手順

Into a solution composed of 0.15 g of (R)-1,1,3-trimethyl-4-aminoindane (optical purity: 99% ee), 0.13 g of triethylamine, 5 mg of 4-dimethylaminopyridine and 1 mL of THF, a solution of 0.15 g of 1,3,5-trimethylpyrazole-4-carbonyl chloride in THF was dropped under ice cool. The mixture was stirred at room temperature for 15 minutes, then, to the reaction mixture was added ice water, and the mixture was extracted with ethyl acetate. The organic layer was washed with a saturated sodium hydrogen carbonate aqueous solution and saturated saline sequentially, then, dried over magnesium sulfate and concentrated under reduced pressure. The resultant residue was subjected to silica gel column chromatography to obtain 0.17 g of (R)-(−)-N-(1,1,3-trimethylindan-4-yl)-1,3,5-trimethylpyrazole-4-carboxamide (hereinafter, referred to as present carboxamide compound (3)) (optical purity: 99% ee).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08580836B2
出典データセットuspto-grants-2013_11
ORD IDord-2473535aa63a42ae94d5341995a2d87d
出典メモuspto-grants-2013_11