N,N-Dimethylethylenediamine → HCID 86723912、化合物

HRID 576808

反応式

HRID 576808 の反応式
[CH3:1][N:2]1[C:7](=[O:8])[C:6]([C:9]2C(SC)=[CH:12][N:11]([C:16]3[CH:17]=[CH:18][CH:19]=[C:20]([CH:23]=3)[C:21]#[N:22])[N:10]=2)=[C:5]([CH3:24])[N:4]([C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([C:31]([F:34])([F:33])[F:32])[CH:26]=2)[C:3]1=[O:35].[Na].[CH3:37][S:38]([OH:40])=[O:39].[CH3:41]N(C)CCN>CS(C)=O.C(OCC)(=O)C.C1C=CC=CC=1.C(S([O-])(=O)=O)(F)(F)F.C(S([O-])(=O)=O)(F)(F)F.[Cu+].[Cu+]>[CH3:1][N:2]1[C:7](=[O:8])[C:6]([C:9]2[C:37]([S:38]([CH3:41])(=[O:40])=[O:39])=[CH:12][N:11]([C:16]3[CH:17]=[CH:18][CH:19]=[C:20]([CH:23]=3)[C:21]#[N:22])[N:10]=2)=[C:5]([CH3:24])[N:4]([C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([C:31]([F:34])([F:32])[F:33])[CH:26]=2)[C:3]1=[O:35]

参加物

7

反応物 3

HCID 66053N,N-DimethylethylenediamineHCID 1621282420277-69-4HCID 867239105-(3,6-dimethyl-2,4-dioxo-1-(3-trifluoromethylphenyl)-1,2,3,4-tetrahydropyrimidin-5-yl-4-(methylthio)-1H-pyrazol-1-yl)benzonitrile

生成物 1

HCID 86723912HCID 86723912、化合物収率 41.4%

試薬・触媒・溶媒 3

HCID 2734754Benzene;bis(copper(1+));bis(trifluoromethanesulfonate)触媒HCID 679Dimethyl Sulfoxide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
110 °C

実験手順

To a solution of the compound prepared in Example 269 (2.84 g) in dimethyl sulfoxide (9.8 ml) were added methanesulfinic acid sodium (2.00 g), copper trifluoromethanesulfonate benzene complex (1.24 g), N,N-dimethylethylenediamine (529 mg) and the resulting mixture was stirred at 110° C. for seven hours. The reaction mixture was diluted with ethyl acetate (300 ml), and the organic layer was washed with 10% ammonia water (50 ml) and saturated saline (50 ml), dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate) to afford 4-(5-(3,6-dimethyl-2,4-dioxo-1-(3-trifluoromethylphenyl)-1,2,3,4-tetrahydropyrimidin-5-yl-4-(methylsulfonyl)-1H-pyrazol-1-yl)benzonitrile (1.25 g).

後処理

  1. washthe organic layer was washed with 10% ammonia water (50 ml) and saturated saline (50 ml)
  2. dry with materialdried over anhydrous sodium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-35e5bd401da64b9c8d637d157f70b4fa
出典データセット
uspto-grants-2015_05
特許番号
US09040516B2

関連ノート

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