Dimethyl Disulfide → 2-(4-(1H-1,2,4-triazol-1-yl)benzyl)-5-methyl-3-(methylthio)-7-neopentyl-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione

HRID 535889노트

반응식

HRID 535889 반응식
[N:1]1([C:6]2[CH:29]=[CH:28][C:9]([CH2:10][N:11]3[CH:19]=[C:18]4[C:13]([N:14]([CH2:23][C:24]([CH3:27])([CH3:26])[CH3:25])[C:15](=[O:22])[N:16]([CH3:21])[C:17]4=[O:20])=[N:12]3)=[CH:8][CH:7]=2)[CH:5]=[N:4][CH:3]=[N:2]1.[CH3:30][S:31]SC.[Li+].C[Si]([N-][Si](C)(C)C)(C)C>C(Cl)Cl.C1COCC1>[N:1]1([C:6]2[CH:29]=[CH:28][C:9]([CH2:10][N:11]3[C:19]([S:31][CH3:30])=[C:18]4[C:13]([N:14]([CH2:23][C:24]([CH3:26])([CH3:25])[CH3:27])[C:15](=[O:22])[N:16]([CH3:21])[C:17]4=[O:20])=[N:12]3)=[CH:8][CH:7]=2)[CH:5]=[N:4][CH:3]=[N:2]1

참가 물질

6

반응물 3

HCID 12232Dimethyl DisulfideHCID 2733832Lithium HexamethyldisilazideHCID 667661342-(4-(1H-1,2,4-triazol-1-yl)benzyl)-5-methyl-7-neopentyl-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione

생성물 1

HCID 462094022-(4-(1H-1,2,4-triazol-1-yl)benzyl)-5-methyl-3-(methylthio)-7-neopentyl-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매

실험 절차

2-(4-(1H-1,2,4-triazol-1-yl)benzyl)-5-methyl-7-neopentyl-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione (52 mg, 0.132 mmol) and methyl disulfide (12 μL, 0.13 mmol) are dissolved in 2 mL of anhydrous CH2Cl2, and then 1.0 M LiHMDS (190 μL, 0.19 mmol) in THF is added dropwise. The reaction mixture is stirred at room temperature for 30 min, and then quenched with saturated ammonium chloride aqueous solution. After routine workup, the obtained crude product is purified by silica gel column chromatography to give pure product as off-white solids. MS (ESI) m/z 440.2 [M+H]+.

후처리

  1. customquenched with saturated ammonium chloride aqueous solution
  2. customAfter routine workup, the obtained crude product
  3. customis purified by silica gel column chromatography
  4. customto give pure product as off-white solids

출처 및 근거

ORD 기록
ord-abbbf64941ff4d9fb3617660a8270c26
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08859564B2

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