Water → (S)-methyl 4-(1-(3,5-dimethyl-4-(4-(trifluoromethyl)-1H-pyrazol-1-yl)phenoxy)butyl)benzoate

HRID 1892744ノート

反応式

HRID 1892744 の反応式
[CH3:1][C:2]1[CH:3]=[C:4]([OH:18])[CH:5]=[C:6]([CH3:17])[C:7]=1[N:8]1[CH:12]=[C:11]([C:13]([F:16])([F:15])[F:14])[CH:10]=[N:9]1.C(=O)([O-])[O-].[Cs+].[Cs+].CS(O[C@@H:30]([C:34]1[CH:43]=[CH:42][C:37]([C:38]([O:40][CH3:41])=[O:39])=[CH:36][CH:35]=1)[CH2:31][CH2:32][CH3:33])(=O)=O.O>CC1CCCO1>[CH3:17][C:6]1[CH:5]=[C:4]([CH:3]=[C:2]([CH3:1])[C:7]=1[N:8]1[CH:12]=[C:11]([C:13]([F:16])([F:15])[F:14])[CH:10]=[N:9]1)[O:18][C@H:30]([C:34]1[CH:43]=[CH:42][C:37]([C:38]([O:40][CH3:41])=[O:39])=[CH:36][CH:35]=1)[CH2:31][CH2:32][CH3:33]

参加物

6

反応物 4

HCID 962WaterHCID 10796Cesium carbonateHCID 681575233,5-dimethyl-4-(4-(trifluoromethyl)-1H-pyrazol-1-yl)phenol2 回HCID 86669087(R)-methyl 4-(1-(methylsulfonyloxy)butyl)benzoate

生成物 1

HCID 68156304(S)-methyl 4-(1-(3,5-dimethyl-4-(4-(trifluoromethyl)-1H-pyrazol-1-yl)phenoxy)butyl)benzoate

試薬・触媒・溶媒 1

HCID 73012-Methyltetrahydrofuran溶媒

反応条件

温度
65 °C

実験手順

To a solution of 3,5-dimethyl-4-(4-(trifluoromethyl)-1H-pyrazol-1-yl)phenol (intermediate 26) (12.6 g, 49 mmol) in 2-methyltetrahydrofuran (70 mL) was added cesium carbonate (23.5 g, 72 mmol) and the solution of mesylate from step 2. The reaction was heated to 65° C. for 5 h. The reaction was then cooled to room temperature and water (80 mL) was added. The aq. layer was split and the organic solution was used in the next step without isolation.

後処理

  1. temperatureThe reaction was then cooled to room temperature
  2. customThe aq. layer was split

出典と根拠

ORDレコード
ord-9161d20424694ef991b413100de398eb
出典データセット
uspto-grants-2013_08
特許番号
US08507533B2

反応ノート

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