Potassium Carbonate → 2-(4-(tert-Butyldimethylsilyloxy)phenethyl)-6-phenylpyridazin-3(2H)-one

HRID 1878760

反応式

HRID 1878760 の反応式
Br[CH2:2][CH2:3][C:4]1[CH:17]=[CH:16][C:7]([O:8][Si:9]([C:12]([CH3:15])([CH3:14])[CH3:13])([CH3:11])[CH3:10])=[CH:6][CH:5]=1.[C:18]1([C:24]2[CH:25]=[CH:26][C:27](=[O:30])[NH:28][N:29]=2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C(=O)([O-])[O-].[K+].[K+].C([O-])(O)=O.[Na+]>CN(C=O)C.C(Cl)Cl>[Si:9]([O:8][C:7]1[CH:16]=[CH:17][C:4]([CH2:3][CH2:2][N:28]2[C:27](=[O:30])[CH:26]=[CH:25][C:24]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[N:29]2)=[CH:5][CH:6]=1)([C:12]([CH3:15])([CH3:14])[CH3:13])([CH3:11])[CH3:10]

参加物

7

反応物 4

HCID 11430Potassium CarbonateHCID 751063-Phenyl-6-pyridazoneHCID 516892Sodium BicarbonateHCID 636962(4-(2-Bromoethyl)phenoxy)(tert-butyl)dimethylsilane

生成物 1

HCID 598430232-(4-(tert-Butyldimethylsilyloxy)phenethyl)-6-phenylpyridazin-3(2H)-one

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
40 °C

実験手順

A mixture of (4-(2-bromoethyl)phenoxy)(tert-butyl)dimethylsilane (142 mg, 450 μmol), 6-phenyl-3(2h)-pyridazinone (116 mg, 676 μmol), and potassium carbonate (187 mg, 1351 μmol) in DMF (1.5 mL) was stirred at 40° C. for 18 h. The mixture was partioned between CH2Cl2 (20 mL) and 5% NaHCO3 (10 mL). The organic layer was dried with satd. NH4Cl and over MgSO4, and dried to a film from toluene under reduced pressure. The residue was purified on 40 g silica eluting with 0>2.5% MeOH/CH2Cl2. MS (ESI pos. ion) m/z (MH+): 407 (MH+). Calc'd exact mass for C24H30N2O2Si: 406.

後処理

  1. customThe organic layer was dried with satd
  2. dry with materialNH4Cl and over MgSO4, and dried to a film from toluene under reduced pressure
  3. customThe residue was purified on 40 g silica eluting with 0>2.5% MeOH/CH2Cl2

出典と根拠

ORDレコード
ord-879650c5aa864436b8a4494a15ce2108
出典データセット
uspto-grants-2012_11
特許番号
US08314087B2

関連ノート

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