Cesium carbonate → 4-(4-iodo-1H-pyrazol-1-yl)tetrahydro-2H-thiopyran 1,1-dioxide

HRID 1485766노트

반응식

HRID 1485766 반응식
[I:1][C:2]1[CH:3]=[N:4][NH:5][CH:6]=1.CS(O[CH:12]1[CH2:17][CH2:16][S:15](=[O:19])(=[O:18])[CH2:14][CH2:13]1)(=O)=O.C(=O)([O-])[O-].[Cs+].[Cs+].CC(C)([O-])C.[K+]>CN(C=O)C.O>[I:1][C:2]1[CH:3]=[N:4][N:5]([CH:12]2[CH2:17][CH2:16][S:15](=[O:19])(=[O:18])[CH2:14][CH2:13]2)[CH:6]=1

참가 물질

7

반응물 4

HCID 10796Cesium carbonateHCID 770224-IodopyrazoleHCID 23665647Potassium tert-butoxideHCID 898088401,1-dioxidotetrahydro-2H-thiopyran-4-yl methanesulfonate

생성물 1

HCID 1180801974-(4-iodo-1H-pyrazol-1-yl)tetrahydro-2H-thiopyran 1,1-dioxide수율 60%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

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온도
80 °C

실험 절차

A suspension of 4-iodo-1H-pyrazole (1.00 g, 5.16 mmol), 1,1-dioxidotetrahydro-2H-thiopyran-4-yl methanesulfonate (1.77 g, 7.73 mmol) and cesium carbonate (2.52 g, 7.73 mmol) in DMF (10 mL) was heated to 80° C. for 2 h. The reaction was cooled to room temperature, and potassium tert-butoxide (0.578 g, 5.16 mmol) was added. The reaction mixture stirred at room temperature for 30 minutes and then water (30 mL) was added. The mixture stirred for 4 h and was then filtered. The filter cake was washed with water (10 mL) and dried in vacuo to afford 4-(4-iodo-1H-pyrazol-1-yl)tetrahydro-2H-thiopyran 1,1-dioxide (1.00 g, 60%) as an off-white solid. MS (ESI, pos. ion) m/z 327 [M+H]+.

후처리

  1. temperatureThe reaction was cooled to room temperature
  2. stirringThe mixture stirred for 4 h
  3. filtrationwas then filtered
  4. washThe filter cake was washed with water (10 mL)
  5. customdried in vacuo

출처 및 근거

ORD 기록
ord-63614126339b457ab75f9304577a61f0
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09422281B2

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