Water → 2-[5-Bromo-6-oxo-4-{[(1r,2r,3r,5s)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl]oxy}pyridazin-1(6h)-yl]-n-(pyridin-4-ylmethyl)acetamide

HRID 2092124

反応式

Br[C:2]1[CH:3]=[N:4][N:5]([CH2:10][C:11]([NH:13][CH2:14][C:15]2[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=2)=[O:12])[C:6](=[O:9])[C:7]=1[Br:8].[CH3:21][CH:22]1[CH:30]([OH:31])[CH2:29][CH:25]2[C:26]([CH3:28])([CH3:27])[CH:23]1[CH2:24]2.[H-].[Na+].O>O1CCOCC1>[Br:8][C:7]1[C:6](=[O:9])[N:5]([CH2:10][C:11]([NH:13][CH2:14][C:15]2[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=2)=[O:12])[N:4]=[CH:3][C:2]=1[O:31][C@@H:30]1[CH2:29][C@@H:25]2[CH2:24][C@@H:23]([C:26]2([CH3:28])[CH3:27])[C@H:22]1[CH3:21]

参加物

反応条件

温度: 100 °C

実験手順

To 2-(4,5-dibromo-6-oxopyridazin-1(6H)-yl)-N-(pyridin-4-ylmethyl)acetamide (50 mg, 0.124 mmol) and (1R,2R,3R,5S)-(−)-isopinocampheol (50 mg, 0.324 mmol) in 1,4-dioxane (2 mL), sodium hydride (15 mg, 0.313 mmol) was added at 0° C., and stirred at 100° C. for 5 days. After completion of the reaction, the reaction mixture was mixed with water and extracted with chloroform and ethyl acetate. The combined organic layer was evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography (ethyl acetate) to give the desired product (1.7 mg, 3% yield).

後処理

customAfter completion of the reaction
extractionextracted with chloroform and ethyl acetate
customThe combined organic layer was evaporated under reduced pressure
customThe resulting residue was purified by silica gel column chromatography (ethyl acetate)

出典と根拠

ORDレコード: ord-c56953d6b35a44e2a5f9e7b82d1c8e60
出典データセット: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08440666B2

反応式

参加物

反応物 4

生成物 1

試薬・触媒・溶媒 1

反応条件

実験手順

後処理

出典と根拠

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