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Dimethyl Sulfoxide → Methyl 2-methyl-4-(4-methylpiperazin-1-yl)benzoate

HRID 1803866
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HRID 1803866 반응식
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7](F)=[CH:6][C:5]=1[CH3:11].[CH3:13][N:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1.C([O-])([O-])=O.[K+].[K+].CS(C)=O>C(Cl)Cl>[CH3:11][C:5]1[CH:6]=[C:7]([N:17]2[CH2:18][CH2:19][N:14]([CH3:13])[CH2:15][CH2:16]2)[CH:8]=[CH:9][C:4]=1[C:3]([O:2][CH3:1])=[O:12]
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참가 물질

6

반응물 4

HCID 679Dimethyl SulfoxideHCID 11430Potassium CarbonateHCID 531671-MethylpiperazineHCID 2782181Methyl 4-fluoro-2-methylbenzoate

생성물 1

HCID 54298739Methyl 2-methyl-4-(4-methylpiperazin-1-yl)benzoate수율 38%

시약·촉매·용매 1

HCID 6344Dichloromethane
용매

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온도
110 °C

실험 절차

In a cylindrical quartz tube were placed 4-fluoro-2-methyl-benzoic acid methyl ester (1.2 g, 7.14 mmol), N-methylpiperazine (0.95 ml, 8.5 mmol), K2CO3 (990 mg, 7.14 mmol) and DMSO (4 ml). The reaction was heated for 20 hours at 110° C. until HPLC revealed the disappearance of the starting-material. DCM (15 ml) was added and the solution was washed twice with water and the organic phase was dried over anhydrous Na2SO4. The crude was purified by flash chromatography (DCM/MeOH 95:5) affording the desired compound (670 mg, 38%).

후처리

  1. customIn a cylindrical quartz tube were placed
  2. washthe solution was washed twice with water
  3. dry with materialthe organic phase was dried over anhydrous Na2SO4
  4. customThe crude was purified by flash chromatography (DCM/MeOH 95:5)

출처 및 근거

ORD 기록
ord-42af34958a74446e9a2789e26fd8a153
출처 데이터셋
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08354399B2

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