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

HRID 1520901ノート

反応式

HRID 1520901 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-2c846e9c360a4e089bc225b64e4dea5b
出典データセット
uspto-grants-2015_07
特許番号
US09073871B2

反応ノート

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