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 1644872ノート

反応式

HRID 1644872 の反応式
[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]

参加物

6

反応物 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

生成物 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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2162f5b2eceb4384bc8e404046388fbf
出典データセット
uspto-grants-2012_02
特許番号
US08124628B2

反応ノート

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