Water → [3-(4-{1,2-Dimethyl-1-[5-(pyridin-2-ylmethoxy)pyridin-2-yl]propyl}phenyl)-1,2,4-oxadiazol-5-yl]methyl methanesulfonate

HRID 1644872노트

반응식

HRID 1644872 반응식
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[CH3:6][C:7]([C:25]1[CH:30]=[CH:29][C:28]([C:31]2[N:35]=[C:34]([CH2:36][OH:37])[O:33][N:32]=2)=[CH:27][CH:26]=1)([C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=2)=[CH:13][N:12]=1)[CH:8]([CH3:10])[CH3:9].CCN(C(C)C)C(C)C.O>C(Cl)Cl>[CH3:1][S:2]([O:37][CH2:36][C:34]1[O:33][N:32]=[C:31]([C:28]2[CH:29]=[CH:30][C:25]([C:7]([CH3:6])([C:11]3[CH:16]=[CH:15][C:14]([O:17][CH2:18][C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=4)=[CH:13][N:12]=3)[CH:8]([CH3:10])[CH3:9])=[CH:26][CH:27]=2)[N:35]=1)(=[O:4])=[O:3]

참가 물질

6

반응물 4

HCID 962WaterHCID 31297Methanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 57910795[3-(4-{1,2-Dimethyl-1-[5-(pyridin-2-ylmethoxy)pyridin-2-yl]propyl}phenyl)-1,2,4-oxadiazol-5-yl]methanol

생성물 1

HCID 86635028[3-(4-{1,2-Dimethyl-1-[5-(pyridin-2-ylmethoxy)pyridin-2-yl]propyl}phenyl)-1,2,4-oxadiazol-5-yl]methyl methanesulfonate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Methanesulfonyl chloride (27.0 μL, 0.348 mmol) was added to a stirred solution of 3d (100 mg, 0.232 mmol) and DIPEA (101 μL, 0.580 mmol) in DCM (2.00 mL) at 0° C. After approximately 1.5 h, the reaction mixture was poured into water and extracted three times with EtOAc. The combined organic extracts were washed with water, brine, dried (sodium sulfate) and concentrated in vacuo to afford the title compound 3e, which was used without further purification in the subsequent reaction.

후처리

  1. extractionextracted three times with EtOAc
  2. washThe combined organic extracts were washed with water, brine
  3. dry with materialdried (sodium sulfate)
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-2162f5b2eceb4384bc8e404046388fbf
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08124628B2

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