N,N-Dimethylethylenediamine → HCID 86723912, 화합물

HRID 576808

반응식

HRID 576808 반응식
[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]

참가 물질

7

반응물 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

생성물 1

HCID 86723912HCID 86723912, 화합물수율 41.4%

시약·촉매·용매 3

HCID 2734754Benzene;bis(copper(1+));bis(trifluoromethanesulfonate)촉매HCID 679Dimethyl Sulfoxide용매HCID 8857Ethyl Acetate용매

반응 조건

온도
110 °C

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-35e5bd401da64b9c8d637d157f70b4fa
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09040516B2

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