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

HRID 537525노트

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HRID 537525 반응식
[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]

참가 물질

6

반응물 4

HCID 962WaterHCID 10796Cesium carbonateHCID 681575233,5-dimethyl-4-(4-(trifluoromethyl)-1H-pyrazol-1-yl)phenol2회HCID 86669087(R)-methyl 4-(1-(methylsulfonyloxy)butyl)benzoate

생성물 1

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

시약·촉매·용매 1

HCID 73012-Methyltetrahydrofuran용매

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온도
65 °C

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-f739113e9e16431698a6ed2646ceccb0
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08859591B2

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