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Pyridine → 2-Chloro-4-[5-(6-trifluoromethyl-pyridin-3-yl)-2,3-dihydro-indole-1-sulfonyl]-benzonitrile

HRID 2192289
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인쇄 미리보기

반응식

HRID 2192289 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([S:10](Cl)(=[O:12])=[O:11])[CH:5]=[CH:6][C:7]=1[C:8]#[N:9].[F:14][C:15]([F:32])([F:31])[C:16]1[N:21]=[CH:20][C:19]([C:22]2[CH:23]=[C:24]3[C:28](=[CH:29][CH:30]=2)[NH:27][CH2:26][CH2:25]3)=[CH:18][CH:17]=1.N1C=CC=CC=1>ClCCl.CN(C)C1C=CN=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([S:10]([N:27]2[C:28]3[C:24](=[CH:23][C:22]([C:19]4[CH:20]=[N:21][C:16]([C:15]([F:31])([F:14])[F:32])=[CH:17][CH:18]=4)=[CH:30][CH:29]=3)[CH2:25][CH2:26]2)(=[O:12])=[O:11])[CH:5]=[CH:6][C:7]=1[C:8]#[N:9]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 1049PyridineHCID 180718923-Chloro-4-cyanobenzene-1-sulfonyl chlorideHCID 584082835-(6-Trifluoromethyl-pyridin-3-yl)-2,3-dihydro-1H-indole

생성물 1

HCID 584082762-Chloro-4-[5-(6-trifluoromethyl-pyridin-3-yl)-2,3-dihydro-indole-1-sulfonyl]-benzonitrile

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매
HCID 6344
Dichloromethane
용매
2회

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온도
80 °C

실험 절차

1.18 g of commercially available 3-Chloro-4-cyano-benzenesulfonyl chloride were dissolved in 30 ml dichloromethane. Then 880 mg 5-(6-Trifluoromethyl-pyridin-3-yl)-2,3-dihydro-1H-indole were added followed by 15 ml pyridine and 407 mg 4-dimethylaminopyridine. The mixture was stirred at 80° C. for thirty minutes. The mixture was diluted with 100 ml of dichloromethane and washed with 100 ml water and 100 ml saturated NaHCO3 solution. The organic layer was then separated and dried over MgSO4. The solvent was removed in vacuo to obtain 1.49 g 2-Chloro-4-[5-(6-trifluoromethyl-pyridin-3-yl)-2,3-dihydro-indole-1-sulfonyl]-benzonitrile.

후처리

  1. washwashed with 100 ml water and 100 ml saturated NaHCO3 solution
  2. customThe organic layer was then separated
  3. dry with materialdried over MgSO4
  4. customThe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-ea17378f5c384d2e862078a41f1f99ae
출처 데이터셋
uspto-grants-2012_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08329725B2

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