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HRID 2183719作成日：2026年10月25日
tert-Butyl 5-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate → 5-(4-tert-butoxycarbonylamino-pyridin-3-yl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester
https://huagongshe.com/reaction/2183719
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | tert-Butyl 5-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate | HCID 18315369 | — |
| 反応物 | 2-(Cyclohexylphosphino)biphenyl | HCID 21983630 | — |
| 反応物 | (3-Tributylstannyl-pyridin-4-yl)-carbamic acid tert-butyl ester | HCID 69595531 | — |
| 触媒 | (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladium | HCID 6505921 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 5-(4-tert-butoxycarbonylamino-pyridin-3-yl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester | HCID 69595529 | 29.4% |
反応手順
A mixture of (3-tributylstannyl-pyridin-4-yl)-carbamic acid tert-butyl ester (0.7 g, 1.44 mmol), 5-bromo-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester (0.45 g, 1.44 mmol), tris(dibenzylideneacetone)dipalladium(O) (0.066 g, 0.072 mmol) and 2-(cyclohexylphosphino)biphenyl (0.075 g, 0.216 mmol), in toluene was heated with stirring to 100° C. for 24 h. The solvent was evaporated and the residue purified by flash chromatography eluting with 50% ethyl acetate in hexanes to yield 0.18 g 5-(4-tert-butoxycarbonylamino-pyridin-3-yl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US06900220B2 |
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| 出典データセット | uspto-grants-2005_05 |
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| ORD ID | ord-1931d85e807a4f678ff1b8f56c61755f |
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| 出典メモ | uspto-grants-2005_05 |
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