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m-Chloroperbenzoic acid → 2-Methanesulfinyl-4'-methyl-[4,5']bipyrimidinyl-2'-ylamine

HRID 2359763
ノート
印刷プレビュー

反応式

HRID 2359763 の反応式
[CH3:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]([S:14][CH3:15])[N:9]=2)=[CH:6][N:5]=[C:4]([NH2:16])[N:3]=1.C1C=C(Cl)C=C(C(OO)=[O:25])C=1>C(Cl)Cl.O>[CH3:15][S:14]([C:10]1[N:9]=[C:8]([C:7]2[C:2]([CH3:1])=[N:3][C:4]([NH2:16])=[N:5][CH:6]=2)[CH:13]=[CH:12][N:11]=1)=[O:25]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 70297m-Chloroperbenzoic acidHCID 679838664'-Methyl-2-methylsulfanyl-[4,5']bipyrimidinyl-2'-ylamine

生成物 1

HCID 679833892-Methanesulfinyl-4'-methyl-[4,5']bipyrimidinyl-2'-ylamine収率 17.2%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

To a suspension of 4′-Methyl-2-methylsulfanyl-[4,5′]bipyrimidinyl-2′-ylamine (19) (380 mg, 1.629 mmol) in DCM (3.258 mL) was added mCPBA (402 mg, 1.629 mmol). The reaction turned to a brown solution, and immediately the reaction was complete. The reaction mixture was diluted with DCM and water. The organic layer was washed with saturated sodium bicarbonate and brine, dried with sodium sulfate, and concentrated. The crude residue was purified by flash chromatography with a gradient of 2-10% MeOH in DCM to give the desired product (70 mg, 17%). MS (ES+): m/z=250.1 (100) [MH+]. HPLC: tR=0.64 minute over 3 minutes.

後処理

  1. washThe organic layer was washed with saturated sodium bicarbonate and brine
  2. dry with materialdried with sodium sulfate
  3. concentrationconcentrated
  4. customThe crude residue was purified by flash chromatography with a gradient of 2-10% MeOH in DCM

出典と根拠

ORDレコード
ord-f75c3bb2afe546ce9f50661154052907
出典データセット
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08685993B2

反応ノート

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