Cesium carbonate → HCID 24851818、化合物

反応式

[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([C:15]2[N:19]([CH3:20])[C:18](S(C)(=O)=O)=[N:17][N:16]=2)[CH:12]=[CH:11][N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:25][C:26]1[CH:27]=[C:28]([C:32]2[O:36][N:35]=[C:34]([CH:37]([OH:39])[CH3:38])[CH:33]=2)[CH:29]=[CH:30][CH:31]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>>[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([C:15]2[N:19]([CH3:20])[C:18]([O:39][CH:37]([C:34]3[CH:33]=[C:32]([C:28]4[CH:29]=[CH:30][CH:31]=[C:26]([Cl:25])[CH:27]=4)[O:36][N:35]=3)[CH3:38])=[N:17][N:16]=2)[CH:12]=[CH:11][N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

反応物 3

HCID 10796Cesium carbonate

HCID 248517062-Benzyloxy-4-(5-methanesulfonyl-4-methyl-4H-[1,2,4]triazol-3-yl)-pyridine

HCID 57528604HCID 57528604、化合物

生成物 1

HCID 24851818HCID 24851818、化合物収率 89%

反応条件

温度: 65 °C

実験手順

The title compound from example 29.1 (103 mg, 0.298 mmol), the title compound from example 7.1 (100 mg, 0.4471 mmol) and cesium carbonate (291 mg, 0.894 mmol) were combined in a screw cap vial which was purged with nitrogen. Dimethylformamide (3 mL) was added and the reaction was stirred at 65° C. overnight. The reaction mixture was then cooled to room temperature, diluted with water and extracted three times with dichloromethane. The combined organics were dried over magnesium sulfate, filtered and concentrated, then chromatographed in dichloromethane followed by ethyl acetate on silica gel to give the title compound (129.4 mg, 58%).

後処理

customcap
customwhich was purged with nitrogen
additionDimethylformamide (3 mL) was added
temperatureThe reaction mixture was then cooled to room temperature
additiondiluted with water
extractionextracted three times with dichloromethane
dry with materialThe combined organics were dried over magnesium sulfate
filtrationfiltered
concentrationconcentrated
customchromatographed in dichloromethane

出典と根拠

ORDレコード: ord-cad4fba8a79f4b82bf83eb6a97eca1c3
出典データセット: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07772235B2

反応ノート

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