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Diisopropylethylamine → 5-{(3R)-4-[(3-acetylphenyl)sulfonyl]-3-methylpiperazin-1-yl}pyridine-2-carbonitrile

HRID 1868122
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HRID 1868122 반응식
[CH3:1][C@H:2]1[NH:7][CH2:6][CH2:5][N:4]([C:8]2[CH:9]=[CH:10][C:11]([C:14]#[N:15])=[N:12][CH:13]=2)[CH2:3]1.[C:16]([C:19]1[CH:20]=[C:21]([S:25](Cl)(=[O:27])=[O:26])[CH:22]=[CH:23][CH:24]=1)(=[O:18])[CH3:17].C(N(C(C)C)CC)(C)C>ClCCl>[C:16]([C:19]1[CH:20]=[C:21]([S:25]([N:7]2[CH2:6][CH2:5][N:4]([C:8]3[CH:9]=[CH:10][C:11]([C:14]#[N:15])=[N:12][CH:13]=3)[CH2:3][C@H:2]2[CH3:1])(=[O:27])=[O:26])[CH:22]=[CH:23][CH:24]=1)(=[O:18])[CH3:17]
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참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 27562603-Acetylbenzenesulfonyl chlorideHCID 442495865-[(3R)-3-methylpiperazin-1-yl]pyridine-2-carbonitrile

생성물 1

HCID 442495875-{(3R)-4-[(3-acetylphenyl)sulfonyl]-3-methylpiperazin-1-yl}pyridine-2-carbonitrile수율 80.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of 5-[(3R)-3-methylpiperazin-1-yl]pyridine-2-carbonitrile (250 mg, 1.24 mmol) and 3-acetylbenzenesulfonyl chloride (270.3 mg, 1.24 mmol) in anhydrous dichloromethane (4 mL) was added diisopropylethylamine (0.43 mL, 2.48 mmol). The mixture was stirred at room temperature for over night. Reaction was complete as determined by TLC. The reaction mixture was purified via flash column chromatography to yield 5-{(3R)-4-[(3-acetylphenyl)sulfonyl]-3-methylpiperazin-1-yl}pyridine-2-carbonitrile in 80.3% yield (383 mg) as a light yellow solid.

후처리

  1. customReaction
  2. customThe reaction mixture was purified via flash column chromatography

출처 및 근거

ORD 기록
ord-326ad8aa2b004662b943d832552f8faf
출처 데이터셋
uspto-grants-2009_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07632838B2

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