Diisopropylethylamine → HCID 68551747, 화합물

HRID 1868127

반응식

HRID 1868127 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][NH:11][C@H:10]([CH3:14])[CH2:9]2)=[C:4]([C:15]([F:18])([F:17])[F:16])[CH:3]=1.C(N(C(C)C)CC)(C)C.[CH3:28][O:29][C:30]1[CH:31]=[C:32]([S:36](Cl)(=[O:38])=[O:37])[CH:33]=[CH:34][CH:35]=1>ClCCl>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][N:11]([S:36]([C:32]3[CH:33]=[CH:34][CH:35]=[C:30]([O:29][CH3:28])[CH:31]=3)(=[O:38])=[O:37])[C@H:10]([CH3:14])[CH2:9]2)=[C:4]([C:15]([F:17])([F:16])[F:18])[CH:3]=1

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 27375043-Methoxybenzenesulfonyl chlorideHCID 68554948(R)-1-(4-fluoro-2-(trifluoromethyl)phenyl)-3-methylpiperazine

생성물 1

HCID 68551747HCID 68551747, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

실험 절차

To a stirred solution of (R)-1-(4-fluoro-2-(trifluoromethyl)phenyl)-3-methylpiperazine (5.34 g, 21.86 mmol) in anhydrous dichloromethane (20 mL) was added diisopropylethylamine (10.3 mL, 59.1 mmol) at 0° C. The reaction mixture was stirred at room temperature for 15 minutes then 3-Methoxy benzene sulfonyl chloride (2.44 g, 11.82 mmol) dissolved in dichloromethane (10 mL) was introduced dropwise. The cooling bath was removed and the mixture was stirred at room temperature for 0.5 hour. Reaction was complete as determined by TLC. The reaction mixture was diluted with dichloromethane washed with saturated NaHCO3 (aqueous), dried over MgSO4 and concentrated. The crude product was purified via flash column chromatography to yield (R)-4-(4-fluoro-2-(trifluoromethyl)phenyl)-1-(3-methoxyphenylsulfonyl)-2-methylpiperazine in quantitative yield (5.10 g) as a white solid.

후처리

  1. additionwas introduced dropwise
  2. customThe cooling bath was removed
  3. stirringthe mixture was stirred at room temperature for 0.5 hour
  4. customReaction
  5. washwashed with saturated NaHCO3 (aqueous)
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated
  8. customThe crude product was purified via flash column chromatography

출처 및 근거

ORD 기록
ord-dfe0489e81be4f3fb842300481b6140d
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07632838B2

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