Cesium carbonate → 1-[(6-Chloro-3-pyridyl)methyl]-3-(4-cyanophenyl)-4-oxo-pyrido[1,2-a]pyrimidin-1-ium-2-olate

HRID 708976

反応式

[C:1]([C:3]1[CH:8]=[CH:7][C:6](B(O)O)=[CH:5][CH:4]=1)#[N:2].[Cl:12][C:13]1[N:18]=[CH:17][C:16]([CH2:19][N+:20]2[C:25]([O-:26])=[C:24](I)[C:23](=[O:28])[N:22]3[CH:29]=[CH:30][CH:31]=[CH:32][C:21]=23)=[CH:15][CH:14]=1.C(=O)([O-])[O-].[Cs+].[Cs+].O1CCOCC1>C1(P([Pd](Cl)(Cl)P(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.ClCCl.CO>[Cl:12][C:13]1[N:18]=[CH:17][C:16]([CH2:19][N+:20]2[C:25]([O-:26])=[C:24]([C:6]3[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[CH:4][CH:5]=3)[C:23](=[O:28])[N:22]3[CH:29]=[CH:30][CH:31]=[CH:32][C:21]=23)=[CH:15][CH:14]=1

参加物

反応条件

温度: 100 °C

実験手順

To a mixture of 53 mg (0.36 mmol) (4-cyanophenyl)boronic acid, 100 mg (0.24 mmol) 1-[(6-chloro-3-pyridyl)methyl]-3-iodo-4-oxo-pyrido[1,2-a]pyrimidin-1-ium-2-olate (Synthesis described in WO 2009/099929), 35 mg (0.05 mmol) bis(triphenylphosphino)-palladium dichloride and 17 mg (0.05 mmol) caesium carbonate was added 160 ml of dioxane. The mixture was heated to 100° C. for 18 hours. Silica was added and the product was obtained by column chromatographie (dichloromethane/methanol) (24 mg).

後処理

additionSilica was added

出典と根拠

ORDレコード: ord-715d6f14d2c14ccca7073c53661c3515
出典データセット: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US09179680B2

反応式

参加物

反応物 4

生成物 1

試薬・触媒・溶媒 2

反応条件

実験手順

後処理

出典と根拠

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