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

HRID 708978

反応式

[C:1]([C:3]1[CH:4]=[C:5](B(O)O)[CH:6]=[CH:7][CH:8]=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.F[B-](F)(F)F.C([PH+](C(C)(C)C)C(C)(C)C)(C)(C)C.C(=O)([O-])[O-].[Cs+].[Cs+]>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.ClCCl.CO.O1CCOCC1>[Cl:12][C:13]1[N:18]=[CH:17][C:16]([CH2:19][N+:20]2[C:25]([O-:26])=[C:24]([C:5]3[CH:6]=[CH:7][CH:8]=[C:3]([C:1]#[N:2])[CH:4]=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: 80 °C

実験手順

To a mixture of 80 mg (0.54 mmol) (3-cyanophenyl)boronic acid, 150 mg (0.36 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), 1.6 mg (0.07 mmol) palladium acetate, 21 mg (0.07 mmol) tri-tert-butylphosphonium tetrafluoroborate and 295 mg caesium carbonate was added 50 ml of dioxane under argon. The mixture was heated to 80° C. for 48 hours. Silica was added and the product was obtained by column chromatographie (dichloromethane/methanol) (21 mg).

後処理

additionSilica was added

出典と根拠

ORDレコード: ord-4fca8d19709242a3a3a619ccb8817289
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 3

反応条件

実験手順

後処理

出典と根拠

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